Archimica Cooperatief U.A

United States of America

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IPC Class
C07F 5/02 - Boron compounds 3
C07B 37/04 - Substitution 2
C07C 253/30 - Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups 2
C07C 69/76 - Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a six-membered aromatic ring 2
C07D 211/22 - Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulfur atoms by oxygen atoms 2
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1.

EFAVIRENZ SALTS, METHOD FOR THE PRODUCTION THEREOF, AND METHOD FOR RELEASE FROM THE SALT

      
Application Number EP2010005230
Publication Number 2011/032634
Status In Force
Filing Date 2010-08-26
Publication Date 2011-03-24
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Jung, Jörg
  • Meudt, Andreas
  • Nonnenmacher, Michael

Abstract

The invention relates to a method for producing compounds according to formula (I), wherein the hydrogen atom bound to the nitrogen is replaced with a metal atom from the series of alkali metals or alkaline-earth metals or with an aluminum atom or a tetraalkylammonium cation and wherein the alkaline-earth metal salts or the aluminum salts of the compound (I) can contain other anions such as fluoride, chloride, bromide, iodide, or sulfate in addition to a deprotonated anion (I).

IPC Classes  ?

  • C07D 265/18 - 1,3-OxazinesHydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2

2.

METHOD FOR THE ENANTIOSELECTIVE ADDITION OF ORGANOMETALLIC CARBON NUCLEOPHILES TO TRIFLUOROMETHYL KETONES AND USE OF THE METHOD IN THE SYNTHESIS OF HIV REVERSE TRANSCRIPTASE INHIBITORS

      
Application Number EP2010003907
Publication Number 2011/000532
Status In Force
Filing Date 2010-06-25
Publication Date 2011-01-06
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Nonnenmacher, Michael
  • Jung, Jörg
  • Meudt, Andreas

Abstract

The invention relates to a method for producing compounds of the formula A1, wherein the carbon atom to which both the CF3 group and the hydroxy group are bonded is a stereocenter having either the R or the S configuration and wherein R1 and R2 are a C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, C4-C8 cycloalkenyl, C2-C8 alkynyl, C6-C14 aryl, or C5-C13 heteroaryl group independently of each other, wherein the alkyl, alkenyl, and alkynyl groups are straight-chained or branched and wherein all stated groups are unsubstituted or are mono- or polysubstituted with the same or different substituents selected from the group: halide, NO2, SO3H, SO3Na, SO3K, CN, OH, NH2, NH-lower alkyl, N-di-lower alkyl, COOH, COO-lower alkyl, lower alkyl, and C3-C6 cycloalkyl, and wherein terminal OH-, NH2-, and NH-lower alkyl groups and acidic H atoms are unprotected or are protected with a protective group, wherein a mixture of a zinc(II) salt, an enantiomerically pure or enantiomerically enriched auxiliary of the formula (I), wherein R3 and R4 are C6-C14 aryl, C5-C13 heteroaryl, C1-C8 alkyl, or C2-C8 alkenyl groups or hydrogen independently of each other and R5 and R6 are C6-C14 aryl, C5-C13 heteroaryl, C1-C8 alkyl, C2-C8 alkenyl, or C2-C8 alkynyl groups or hydrogen independently of each other or R5 and R6 together represent a C3-C7 alkylene or C3-C7 alkenylene group and at least one of the centers C1, C2, preferably both, is a stereocenter regardless of the configuration of the other center and has either the R or the S configuration and a second auxiliary, which is selected from the group comprising the alcohols, phenols, mercaptans, amines, carboxylic acids, urea derivatives, or the heterocycles containing nitrogen, oxygen, or sulfur, is reacted with an organic or inorganic base and then is reacted with an organometallic compound R1 -M in which R1 has the meaning specified above and in which M is selected from the group: lithium, sodium, potassium, magnesium halide, magnesium cyanide, magnesium-lower alkyl-alcoholates, and then is reacted with a trifluoromethyl ketone (II), wherein R2 has the meaning stated above.

IPC Classes  ?

  • C07C 243/08 - N-nitroso-carboxamides
  • C07D 265/18 - 1,3-OxazinesHydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2
  • C07C 215/70 - Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton

3.

PROCESS FOR PREPARING PHOSPHONIC ANHYDRIDES

      
Application Number EP2009000032
Publication Number 2009/087084
Status In Force
Filing Date 2009-01-07
Publication Date 2009-07-16
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Lehnemann, Bernd, Wilhelm
  • Wisdom, Richard

Abstract

The invention relates to a process for preparing optionally organically substituted phosphonic anhydrides directly from the corresponding phosphonic diesters, without the free phosphonic acid being required as an intermediate, according to reaction scheme (I), (II), (III), (IV), (V), (VI) wherein the substituents n, R, R1, R2 and X are each defined as specified in the description.

IPC Classes  ?

  • C07F 9/38 - Phosphonic acids [R—P(:O)(OH)2]Thiophosphonic acids

4.

PROCESS FOR THE PREPARATION OF CONTROLLED-RELEASE SOLID FORMULATIONS CONTAINING OXCARBAZEPINE, AND FORMULATIONS OBTAINABLE BY SAID PROCESS

      
Application Number IB2008001904
Publication Number 2009/013594
Status In Force
Filing Date 2008-07-23
Publication Date 2009-01-29
Owner ARCHIMICA S.R.L. (Italy)
Inventor
  • Sanso', Giovanni
  • Banfi, Aldo
  • Bertolini, Giorgio
  • Silva, Claudio

Abstract

The present invention relates to a process for the preparation of controlled-release solid oral pharmaceutical formulations of oxcarbazepine, and the pharmaceutical formulations obtainable by said process.

IPC Classes  ?

  • A61K 9/14 - Particulate form, e.g. powders
  • A61K 9/20 - Pills, lozenges or tablets
  • A61K 31/55 - Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole

5.

METHOD FOR PRODUCING CYCLOPENT-4-ENE-1,3-DIOL OR CYCLOPENT-4-ENE-1,3-DIOL DERIVATIVES

      
Application Number EP2008004482
Publication Number 2008/151750
Status In Force
Filing Date 2008-06-05
Publication Date 2008-12-18
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Jung, Jörg
  • Lehnemann, Bernd, Wilhelm

Abstract

The invention relates to a method for producing cis-cyclopent-4-ene-1,3-diol and cis-cyclopent-4-ene-1,3-dialkanoates by selective cis-1,2-reduction of 4-hydroxycyclopent-2-enone (I) by means of a hydroboron (II), in the presence of substoichiometric quantities of a trivalent rare earth metal compound (III), to form cyclopent-4-ene-1,3-diol (IV) which can then be optionally reacted with an acylation agent (V) to form cis-cyclopent-4-ene-1,3-dialkanoates (VI), in order to simplify the reprocessing and without intermediate isolation.

IPC Classes  ?

  • C07C 29/159 - Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with reducing agents other than hydrogen or hydrogen-containing gases
  • C07C 35/06 - Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing five-membered rings

6.

METHOD FOR THE STEREOSELECTIVE SYNTHESIS OF CHIRAL EPOXIDES BY ADH REDUCTION OF KETONES SUBSTITUTED WITH ALPHA STARTING GROUPS AND CYCLISATION

      
Application Number EP2007010125
Publication Number 2008/064817
Status In Force
Filing Date 2007-11-22
Publication Date 2008-06-05
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Wisdom, Richard, A.

Abstract

The invention relates to a method for producing chiral epoxides by reducing ketones substituted with α-starting groups with cell-free (R)- or (S)-selective alcohol dehydrogenases in the presence of a cofactor, and optionally a suitable system for the regeneration of the oxidised cofactor to form the chiral alcohols, and subsequent base-induced cyclisation to form the chiral epoxides (EQUATION 1) wherein LG can represent F, Cl, Br, I, OSO2Ar, OSO2R4 or OP(O)OR4R5 and R1, R2 and R3 independently represent hydrogen, a branched or unbranched, optionally substituted C1-C20 alkyl radical, an optionally substituted C3-C10 cycloalkyl or alkenyl radical or an optionally substituted carbocyclic or heterocyclic aryl radical or a radical from the group consisting of CO2R4, CONR4R5, COSR4, CS2R4, C(NH)NR4R5, CN, CHaI3, OAr, SAr, OR4, SR4, CHO, OH, NR4R5, Cl, F, Br, I or SiR4R5R6, where R4, R5 and R6 independently represent hydrogen, a branched or unbranched, optionally substituted C1-C20 alkyl radical, an optionally substituted C3-C10 cycloalkyl or alkenyl radical or a substituted carbocylic or heterocyclic aryl radical, the intermediately formed chiral alcohol Il not being isolated.

IPC Classes  ?

  • C07D 303/08 - Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals

7.

PROCESS FOR THE SYNTHESIS OF ARYLOXYPROPYLAMINE AND HETEROARYLOXYPROPYLAMINE

      
Application Number EP2007060564
Publication Number 2008/046745
Status In Force
Filing Date 2007-10-04
Publication Date 2008-04-24
Owner ARCHIMICA SRL (Italy)
Inventor
  • Bertolini, Giorgio
  • Verzola, Barbara
  • Vergani, Domenico

Abstract

The present invention relates to a process for the synthesis of aryloxypropylamine and heteroaryloxypropylamine of formula (I) where: A is aryl or heteroaryl, where the aryl is preferably a phenyl, optionally substituted, selected from benzyl and tolyl and the heteroaryl is preferably thiophenyl; Y is an aryl, preferably phenyl, a substituted phenyl or a naphthyl, where the substituted phenyl is preferably selected from tolyl, trihalomethyltolyl and alkoxytolyl, starting from a suitable amino alcohol of formula (II).

IPC Classes  ?

  • C07C 209/68 - Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
  • C07C 217/48 - Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing rings
  • C07C 211/29 - Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups

8.

PROCESS FOR PREPARING FEXOFENADINE

      
Application Number IT2007000525
Publication Number 2008/012858
Status In Force
Filing Date 2007-07-25
Publication Date 2008-01-31
Owner ARCHIMICA SRL (Italy)
Inventor
  • Bertolini, Giorgio
  • Gallina, Maurizio
  • Motta, Giuseppe
  • Vergani, Domenico

Abstract

A process for preparing fexofenadine is described, which provides for the hydrolysis of 4-[4-[4-(hydroxydiphenylmethyl)-l-piperidyl]-l-oxobutyl]-α,α- dimethylbenzeneacetic acid-alkyl ester, in a mixture of water and optionally an organic solvent, in the presence of a base; the carboxylate salt of 4- [4- [4- (hydroxydiphenylmethyl)- 1 -piperidyl] - 1 -oxobutyl] -α,α -dimethylbenzeneacetic acid is thus obtained, which is directly reduced as carboxylate in a basic environment with hydrogen in the presence of a suitable hydrogenation catalyst to give the carboxylate of fexofenadine, which is precipitated by neutralisation of the solution.

IPC Classes  ?

  • C07D 211/22 - Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulfur atoms by oxygen atoms

9.

PROCESS FOR PREPARING FEXOFENADINE

      
Application Number IT2007000526
Publication Number 2008/012859
Status In Force
Filing Date 2007-07-25
Publication Date 2008-01-31
Owner ARCHIMICA SRL (Italy)
Inventor
  • Motta, Giuseppe
  • Vergani, Domenico

Abstract

A process for preparing fexofenadine is described, comprising the purification of 4-[4-chloro-l-oxobutyl]-2,2-dimethylphenyl acetic acid alkyl ester by means of suspension in a hydrocarbon, preferably n-heptane. The compound thus obtained is dissolved in a suitable solvent and condensed with azacyclanol to give the compound shown below (I) where R is an alkyl radical, which is then hydrolysed and reduced to give fexofenadine.

IPC Classes  ?

  • C07D 211/22 - Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulfur atoms by oxygen atoms
  • C07C 69/76 - Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a six-membered aromatic ring

10.

METHOD FOR THE PRODUCTION OF BORONIC ACIDS CARRYING CYANOALKYL, CARBOXYL AND AMINOCARBONYL GROUPS AND THEIR DERIVATIVES

      
Application Number EP2007001764
Publication Number 2007/121805
Status In Force
Filing Date 2007-03-01
Publication Date 2007-11-01
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Lehnemann, Bernd

Abstract

A process for the manufacture of aminocarbonyl boronic acids of formula (IV) by converting the compounds of formula (III) with a Bronsted base Y(OH)n in a solvent or a solvent mixture, wherein Z represents an optionally substituted arylene, heteroarylene, alkene, heteroalkene, alkylidene, heteroalkylidene, alkenylidene, heteroalkenylidene, alkynylidene, arylalkylene, heteroarylalkylene, arylheteroalkylene, heteroarylheteroalkylene, alkylheteroarylene, heteroalkylheteroarylene, or alkylarylene group; Y represents a metal or ammonium cation of valence n with 0 < n < 5; and B represents boronic acid, boronic acid ester, or a borate, or a boronic acid anhydride. The aminocarbonyl boronic acids of formula (IV) can be further hydrolyzed to form the carboxy boronic acid of formula (V).

IPC Classes  ?

11.

NOVEL METHOD FOR THE PREPARATION OF STAVUDINE POLYMORPHIC FORM I AND FORM II

      
Application Number EP2007051812
Publication Number 2007/099082
Status In Force
Filing Date 2007-02-26
Publication Date 2007-09-07
Owner ARCHIMICA SRL (Italy)
Inventor
  • Di Lernia, Gianluca
  • Mancini, Alfredo
  • Mancini, Franco
  • Serra, Maurizio
  • Vergani, Domenico

Abstract

A novel method for the preparation of stavudine polymorphic form I and form II is described; it's prepared starting from 5'-acetate-2',3'-diacetyl-5-methyluridine. The 5' -acetate-2',3'-diacetyl-5-methyluridine, by reaction with catalytic amounts of sodium methoxide in a C1-C4 alcholic solvent, gives crude stavudine form II. Crude stavudine form II, which doesn't need to be isolated or purified, can be converted into polymorphic form I by slurry at reflux in isopropanol.

IPC Classes  ?

  • C07D 405/04 - Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring- member bond

12.

SULFONATED PHOSPHINE LIGANDS AND PROCESS FOR CROSS-COUPLING ARYL HALIDES AND ARYLSULFONATES AND HETEROARYL HALIDES AND HETEROARYLSULFONATES WITH AMINES, ALCOHOLS AND CARBON NUCLEOPHILES BY USING THE LIGANDS IN CONJUNCTION WITH TRANSITION METAL CATALYSTS

      
Application Number EP2006012107
Publication Number 2007/071345
Status In Force
Filing Date 2006-12-15
Publication Date 2007-06-28
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Lehnemann, Bernd
  • Vogel, Till
  • Snieckus, Victor

Abstract

The invention relates to sulfonated phosphine ligands of the structure and to catalyst systems comprising these ligands and to their use in cross-coupling reactions, where R1-6, X1-10, Y1, Y2, P and Q1-4 are each defined as specified.

IPC Classes  ?

  • C07F 9/655 - Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
  • B01J 31/24 - Phosphines

13.

PROCESS FOR PREPARING 2-ARYLCARBONYL COMPOUNDS, 2-ARYL ESTERS AND 2-ARYLNITRILES AND THEIR HETEROAROMATIC ANALOGUES

      
Application Number EP2006008862
Publication Number 2007/033781
Status In Force
Filing Date 2006-09-12
Publication Date 2007-03-29
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Lehnemann, Bernd
  • Vogel, Till
  • Snieckus, Victor

Abstract

Process for preparing compounds of the formula (III) by cross-coupling of enolizable carbonyl compounds, nitriles or their analogues of the formula (II) with substituted aryl or heteroaryl compounds of the formula (I) in the presence of a Br쇦nsted base and of a catalyst or precatalyst containing a.) a transition metal, a complex, a salt or a compound of this transition metal from the group V, Mn, Fe, Co, Ni, Rh, Pd, Ir, Pt}, and b.) at least one sulphonated phosphane ligand in a solvent or solvent mixture in accordance with scheme (1), Hal standing for fluorine, chlorine, bromine, iodine, alkoxy or a sulphonate group; X1-5 denote independently of one another carbon or nitrogen, or pairs of adjacent X and R, joined via a formal double bond, stand in unison for O, S, NH or NR’; Z stands for O, S, NR’’, NOR’’, NNR’’’R’’, or Z together with Y forms a CN group. Y can stand for a radical from the group hydrogen, methyl, linear, branched C1-C20 alkyl or cyclic, optionally substituted alkyl, substituted or unsubstituted aryl or heteroaryl, optionally substituted alkoxy, aryloxy, heteroaryloxy, optionally substituted alkylthio, arylthio, heteroarylthio, optionally substituted dialkylamino, di(hetero)arylamino, alkyl(hetero)arylamino} and with R’, R’, R’’ or R’’ may form a ring.

IPC Classes  ?

  • C07B 37/04 - Substitution
  • C07C 253/30 - Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
  • C07C 45/68 - Preparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by reactions not involving the formation of C=O groups by isomerisationPreparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by reactions not involving the formation of C=O groups by change of size of the carbon skeleton by increase in the number of carbon atoms
  • C07C 67/343 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisationPreparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by change of size of the carbon skeleton by increase in the number of carbon atoms
  • C07C 249/02 - Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of compounds containing imino groups

14.

PROCESS FOR PREPARING NITRILES BY ELIMINATION REACTIONS

      
Application Number EP2006006548
Publication Number 2007/012387
Status In Force
Filing Date 2006-07-05
Publication Date 2007-02-01
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Böhm, Claudius

Abstract

Process for preparing nitriles of the formula (II): R-C≡N by reacting N-alkylcarboxamides (RCO-NHR1) or ammonium salts of carboxylic acids (RCOO-NH3R1+) or carboxylic acids in the presence of alkylamines or ammonium salts (RCOOH +NH2R1, RCOOH + NH3R1+), respectively, R being an arbitrarily substituted linear or branched C1-C12- alkyl radical, a C3-C12 cycloalkyl radical or an alkenyl, alkynyl or aryl or heteroaryl radical and R1 being an arbitrary substituted, linear or branched C2-C1 alkyl radical, a C3-C12 cycloalkyl radical or an alkenyl or alkynyl radical, with phosphonic anhydrides in the presence if desired of a base in an organic solvent at a temperature in the range from -30 to 180°C. The phosphonic anhydride used is in particular a 2,4,6-substituted 1,3,5,2,4,6-trioxathiaphosphinane 2,4,6-thoxide of the formula (I).

IPC Classes  ?

  • C07C 253/20 - Preparation of carboxylic acid nitriles by dehydratation of carboxylic acid amides

15.

METHOD FOR PRODUCING AMINES FROM HYDROXAMIC ACIDS

      
Application Number EP2006006549
Publication Number 2007/006465
Status In Force
Filing Date 2006-07-05
Publication Date 2007-01-18
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Böhm, Claudius

Abstract

A method for producing unprotected or carbamate-protected amines of formulae (II) and (III) or R1 - NH2 (II) or R1 - NHCO2R2 (III) by reacting hydroxamic acids of formula (I) (R1 CONHOH) with a) alkylphosphonic acid anhydrite's, b) alcohol R2OH and c) optionally with a base, at a temperature ranging from 100 to +120 °C, wherein the hydroxamic acid (I) is produced prior to or during reacting (in situ) and R1 is an optionally substituted linear or branched C1C12 alkyl radical, substituted C3-C10 cycloalkyl, alkenyl, aryl or heteroaryl radical and R2 is an open-chain, cyclic or branched aIIyI, aryl or C1 to C12-alkyl radicals, or aryloxy, allyloxy or alkoxy radical possibly substituted with open-chain, cyclic or branched C1 to C12-alkyl radicals.

IPC Classes  ?

  • C07C 209/56 - Preparation of compounds containing amino groups bound to a carbon skeleton by rearrangement reactions from carboxylic acids involving a Hofmann, Curtius, Schmidt, or Lossen-type rearrangement
  • C07C 269/00 - Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups the nitrogen atom not being part of nitro or nitroso groups

16.

METHOD FOR PRODUCING SUBSTITUTED HALOPYRIDINES

      
Application Number EP2006005718
Publication Number 2007/000249
Status In Force
Filing Date 2006-06-14
Publication Date 2007-01-04
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Lehnemann, Bernd
  • Jung, Jörg
  • Meudt, Andreas

Abstract

The invention relates to a method for producing substituted halopyridines (II) by reacting a ß-hydroxy-y-acyl butyronitrile (I) or a suitable acyl-protected derivative with hydrogen halides, or substances or mixtures that can release hydrogen halides. In the formulae (I) and (II): R, R4 represent H, a linear or branched alkyl group, optionally a substituted aryl group, an aralkyl group, or optionally a substituted heteroaryl group; R1, R2, R3 represent H, a linear or branched alkyl group, optionally a substituted aryl, aralkyl, optionally a substituted heteroaryl group or one of the following groups CnH(2n+1-m)Xm, COOR, or CN; R5 represents H, a linear or branched alkyl group, optionally a substituted aryl group, an aralkyl, optionally a substituted heteroaryl or one of the following groups CnH(2n+1-m)Xm, COOR, CN, SO2R, SOR, PO(OR)2; n represents a positive whole number; m represents a positive whole number that is less than or equal to 2n+1; and X represents F, Cl, Br, or I.

IPC Classes  ?

17.

METHOD FOR PRODUCING ARYL AMINES, ARYL ETHERS AND ARYL THIOETHERS

      
Application Number EP2006005719
Publication Number 2007/000250
Status In Force
Filing Date 2006-06-14
Publication Date 2007-01-04
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Lehnemann, Bernd
  • Vogel, Till
  • Jung, Jörg
  • Snieckus, Victor

Abstract

The invention relates to a method for producing aryl or heteroaryl amines, ethers or thioethers (III) by cross-coupling primary or secondary amines, alcohols or thioalcohols (II) with substituted aryl or heteroaryl compounds (I) in the presence of a Brζnsted base and a catalyst or a pre-catalyst containing a) a transition metal, a complex, a salt, or a compound of said transition metal from the group {V, Mn, Fe, Co, Ni, Rh, Pd, Ir, Pt}, and b) at least one sulfonated phosphane ligand in a solvent or a solvent mixture corresponding to scheme 1 wherein Hal represents fluorine, chlorine, bromine, iodine, alkoxy, trifluoromethane sulfonate, nonafluorotrimethyl-methane sulfonate, methane sulfonate, 4-toluene sulfonate, benzene sulfonate, 2-naphthaline sulfonate, 3-nitrobenzene sulfonate, 4-nitrobenzene sulfonate, 4-chlorobenzene sulfonate, 2,4,6-triisopropylbenzene sulfonate or any other sulfonate, and X represents O, S or NR'. The invention also relates to novel phosphane ligands.

IPC Classes  ?

  • C07C 41/16 - Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
  • C07C 43/275 - Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings having all ether-oxygen atoms bound to carbon atoms of six-membered aromatic rings
  • C07F 9/50 - Organo-phosphines
  • C07C 209/10 - Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
  • C07C 211/56 - Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
  • C07C 211/58 - NaphthylaminesN-substituted derivatives thereof
  • C07C 255/58 - Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
  • C07D 295/02 - Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
  • C07C 281/02 - Compounds containing any of the groups e.g. carbazates
  • C07C 253/30 - Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups

18.

METHOD FOR PRODUCING SINGLE ENANTIOMER EPOXIDES BY THE ADH REDUCTION OF ALPHA-LEAVING GROUP-SUBSTITUTED KETONES AND CYCLISATION

      
Application Number EP2006005437
Publication Number 2006/136289
Status In Force
Filing Date 2006-06-07
Publication Date 2006-12-28
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Wisdom, Richard
  • Böhm, Claudius

Abstract

The invention relates to a method for producing single enantiomer epoxides by reducing a-leaving group-substituted ketones with (R)- or (S)-selective alcohol dehydrogenases in the presence of a cofactor and optionally a suitable system for regenerating the oxidised cofactor, to produce the corresponding single enantiomer alcohols and subsequently, by means of cyclisation induced by a base, the corresponding single enantiomer epoxides (EQUATION 1 ), wherein in EQUATION 1 LG may stand for F, CI, Br, I, OSO2Ar, OSO2CH3, OSO2R or OP(O)OR2, and R1, R2 and R3, independently of one another, stand for hydrogen, a branched or unbranched, optionally substituted C1-C2O- alkyl radical, symbolise an optionally randomly substituted C3-C10- cycloalkyl or alkenyl radical or a randomly substituted carbo- or heterocyclic aryl radical, or corresponds to a radical from the group CO2R, CONR2, COSR, CS2R, C(NH)NR2, CN, CHaI3, ArO, ArS, RO, RS, CHO, OH, NHR, NR2, Cl, F, Br, I or SiR3.

IPC Classes  ?

  • C07D 303/08 - Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals

19.

METHOD FOR PRODUCING 2-FORMYLFURAN-4-BORONIC ACID

      
Application Number EP2006004369
Publication Number 2006/122683
Status In Force
Filing Date 2006-05-10
Publication Date 2006-11-23
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Meudt, Andreas
  • Nerdinger, Sven
  • Erbes, Michael
  • Vogt, William

Abstract

The invention relates to a method for producing furfural-4-boronic acid by the reaction of furfural acetals (I), which are substituted by halogen in position 4, with boronic acid esters or anhydrides (II), by the subsequent metalation of compound (I) and the simultaneous or subsequent reaction with a boronic acid ester or anhydride (II) to form an acetal-protected furfural-4-boronic acid ester. The product is then subjected to an acid hydrolysis, in which the acetal protection group is eliminated, to form furfural-4-boronic acid (III). In said formulae: X represents chlorine, bromine or iodine; R represents a branched, unbranched and/or cyclic, optionally substituted C1-C20 and in particular C1-C8 alkyl group, an optionally substituted C6-C12 aryl group or an optionally substituted C3-C8 cycloalkyl group, whereby the two groups R together can form a ring; R', R'', R''' independently of one another represent acylic or cyclic, branched or unbranched, optionally substituted C1-C20 alkyl groups, or optionally substituted aryl groups, whereby optionally two of the groups R', R'' and R''' together form a ring, or represent additional groups B(OR)3.

IPC Classes  ?

20.

METHOD FOR PRODUCING ALKYL-SUBSTITUTED AROMATIC AND HETEROAROMATIC COMPOUNDS BY CROSS-COUPLING ALKYL BORONIC ACIDS WITH ARYL- OR HETEROARYL-HALOGENIDES OR SULFONATES UNDER PD CATALYSIS IN THE PRESENCE OF A LIGAND

      
Application Number EP2006002061
Publication Number 2006/097221
Status In Force
Filing Date 2006-03-07
Publication Date 2006-09-21
Owner ARCHIMICA GMBH (Germany)
Inventor
  • Scherer, Stefan
  • Meudt, Andreas
  • Nerdinger, Sven
  • Lehnemann, Bernd
  • Jagusch, Thomas
  • Snieckus, Victor

Abstract

The invention relates to a method for producing alkyl-substituted aromatic and heteroaromatic compounds (III) by cross-coupling alkyl boronic acids (II) with aryl- or heteroaryl-halogenides or with aryl- or heteroaryl-sulfonates (I) in the presence of a catalyst and of a Br즸nsted base in a solvent or solvent mixture, in which: Hal represents chlorine, bromine, iodine, trifluoromethanesulfonate, nonafluorotrimethyl methane sulfonate, methane sulfonate, 4-toluolsulfonate, benzene sulfonate, 2- naphthalene sulfonate, 3-nitrobenzene sulfonate, 4-nitrobenzene sulfonate, 4-chlorobenzene sulfonate or 2,4,6-triisopropylbenzene sulfonate; X1-5, independent of one another, represent carbon, XiRi represents nitrogen, or each two adjacent XiRi's bound via a formal double bond represent, together, O (furane), S (thiophene), NH or NRi (pyrrole); radicals R1-5 represent substituents from the group consisting of hydrogen, methyl, primary, secondary or tertiary, cyclic or acyclic alkyl radicals having 2 to 20 C atoms, in which optionally one or more hydrogen atoms are substituted by fluoride or chlorine or bromine, e.g. CF3, substituted cyclic or acyclic alkyl groups, hydroxy, alkoxy, amino, alkylamino, dialkylamino, arylamino, diarylamino, alkylarylamino, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, thio, alkylthio, arylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, optionally substituted aminocarbonyl, CO2-, alkyl- or aryloxycarbonyl, hydroxyalkyl, alkoxyalkyl, fluorine or chlorine, nitro, cyano, aryl- or alkylsulfone, aryl- or alkylsulfonyl} or each two adjacent radicals R1-5 represent, together, an aromatic, heteroaromatic or aliphatic fused ring; alkyl represents any linear, branched or cyclic alkyl radical having 1 to 40 C atoms, in which optionally one or more hydrogen atoms are substituted by foreign atoms or functions of the group fluorine, optionally chlorine or bromine, hydroxy, alkoxy, amino, alkylamino, dialkylamino, arylamino, diarylamino, alkylarylamino, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, thio, alkylthio, arylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, optionally substituted aminocarbonyl, CO2-, alkyl- or aryloxycarbonyl, hydroxyalkyl, alkoxyalkyl, flourine or chlorine, nitro, cyano, aryl- or alkylsulfone}, R' and R'', independent of one another, represent the same or different radicals from the group consisting of hydrogen, methyl, linear, branched or cyclic alkyl, optionally substituted, and phenyl, optionally substituted} or, together, form a ring and represent a bridging structure element from the group consisting of optionally substituted alkylene, branched alkylene, cyclic alkylene or optionally substituted azaalkylene}.

IPC Classes  ?

  • C07B 37/04 - Substitution
  • C07C 17/26 - Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
  • C07C 67/30 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
  • C07C 25/13 - Monocyclic aromatic halogenated hydrocarbons containing fluorine
  • C07C 69/76 - Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a six-membered aromatic ring
  • C07F 5/02 - Boron compounds

21.

T3P

      
Application Number 081680100
Status Registered
Filing Date 1996-07-02
Registration Date 1997-05-20
Owner Archimica GmbH (Germany)
NICE Classes  ? 01 - Chemical and biological materials for industrial, scientific and agricultural use

Goods & Services

(1) Chemicals used in industry and science, namely an auxiliary reagent for the pharmaceutical industry and a reacting compound for flame retarding resins.

22.

T3P

      
Application Number 651577
Status Registered
Filing Date 1996-02-13
Registration Date 1996-02-13
Owner Archimica GmbH (Germany)
NICE Classes  ? 01 - Chemical and biological materials for industrial, scientific and agricultural use

Goods & Services

Produits chimiques destinés à l'industrie et aux sciences.

23.

T3P

      
Application Number 000024083
Status Registered
Filing Date 1996-04-01
Registration Date 1999-04-21
Owner Archimica GmbH (Germany)
NICE Classes  ? 01 - Chemical and biological materials for industrial, scientific and agricultural use

Goods & Services

Reactive compounds for the manufacture of flame-retarding resins in the electronic industry.