Archimica Gmbh

Sanofi

Claudius Boehm

Andreas Meudt

Stefan Scherer

Norbert Nagel

Bruno Baumgartner

Martin Feth

Michael Spitzenberg

Bernd Napierski

Susanne Klein

Christian Sommer

Sven Nerdinger

The invention relates to a sodium salt of (R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexyl-1H-imidazol-4-yl)-propionic acid which is in a crystalline form or in at least partially crystalline form as a monohydrate or anhydrate, as well as a process for the preparation of the same, methods of using such salt to treat subjects suffering from conditions which can be ameliorated by the administration of an inhibitor of the enzyme TAFIa (activated thrombin-activatable fibrinolysis inhibitor).

Crystalline salts of R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexy1-1H-imidazol-4-yl)-propionic acid

The invention relates to a sodium salt of (R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexyl-1H-imidazol-4-yl)-propionic acid, and to a sodium salt of (R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexyl-1H-imidazol-4-yl)-propionic acid which is in a crystalline form or in at least partially crystalline form, as well as a process for the preparation of the same, methods of using such salt to treat subjects suffering from conditions which can be ameliorated by the administration of an inhibitor of the enzyme TAFIa (activated thrombin-activatable fibrinolysis inhibitor).

Sodium salt of (R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexyl-1H-imidazol-4-yl)-propionic acid

The present invention relates to a process for the preparation of a compound of the formula I, which comprises reacting a compound of the formula IV with the compound of formula VII R15-A2-CHO and to novel intermediate compounds used therein.

Process for the preparation of 3-(6-amino-pyridin-3yl)-2-acrylic acid derivatives

Process for preparing nitriles by reacting N-alkylcarboxamides (RCO&#x2014;NHR) or ammonium salts of carboxylic acids (RCOO&#x2014;NHR) or carboxylic acids in the presence of alkylamines or ammonium salts (RCOOH+NHR, RCOOH+NHR), respectively, R being an arbitrarily substituted linear or branched C-C-alkyl radical, a C-Ccycloalkyl radical or an alkenyl, alkynyl or aryl or heteroaryl radical and Rbeing an arbitrary substituted, linear or branched C-Calkyl radical, a C-Ccycloalkyl radical or an alkenyl or alkynyl radical, with phosphonic anhydrides in the presence of an optional base in an organic solvent at a temperature in the range from &#x2212;30 to 180&#xb0; C. In advantageous embodiments, the phosphonic anhydride is a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide of the formula (I) 

Process for preparing nitriles by elimination reactions

A method for producing unprotected or carbamate-protected amines of formulae (II) and (III) or R&#x2014;NH(II) or R&#x2014;NHCOR(III) by reacting hydroxamic acids of formula (I) (RCONHOH) with a) alkylpliosphonic acid anhydrite's, b) alcohol ROH and c) optionally with a base, at a temperature ranging from 100 to +120&#xb0;C., wherein the hydroxainic acid (I) is produced prior to or during reacting (in situ) and Ris an optionally substituted linear or branched C-Calkyl radical, substituted C-Ccycloalkyl, alkenyl, aryl or heteroaryl radical and Ris an open-chain, cyclic or branched allyl, aryl or Cto C-alkyl radicals, or aryloxy, allyloxy or alkoxy radical possibly substituted with open-chain, cyclic or branched Cto C-alkyl radicals.

Method for producing amines from hydroxamic acids

The invention relates to a method for producing the nitrites of formula: R&#x2014;CN by reacting aldehyde oximes (RCN&#x2550;N&#x2014;OH) with cyclic alkylphosphonic anhydrides at a temperature ranging from &#x2212;100 to +120&#xb0; C., wherein Rrepresents H, a linear or branched C-Calkyl group, a C-Ccycloalkyl, alkenyl or an aryl or heteroaryl group. The cyclic phosphonic anhydride preferably used is a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide of formula (I), wherein R' independently represents allyl, aryl or open-chain or branched Cto Calkyl groups. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR 

Method for producing nitriles by elimination of water from aldehyde oximes with alkylphosphonic anhydrides

The invention relates to a method for the production of a.) aldehydes of formula (II): R&#x2014;CHO and b.) aldehydes of formula (III): R&#x2014;C(O)&#x2014;Rby reacting a.) primary alcohols (RCH&#x2014;OH) or b.) secondary alcohols (R&#x2014;CH(OH)&#x2014;R) with cyclic phosphonic acid anhydrides in the presence of dialkyl-, diaryl- and/or alkyl-aryl sulphonic oxides at a temperature in the region of between &#x2212;100 to +120&#xb0; C., whereby Rand/or Rrepresent H, a substituted linear or branched C-C-alkyl radical, a substituted C-Ccycloalkyl-, alkenyl-, aryl- or heteroaryl radical. A cyclic phosphonic acid anhydride is used, preferably, as a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane of formula (I), wherein R' independently represents allyl, aryl or open-chained or branched C-C-alkyl-radicals. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR 

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Frankfurt am Main, Germany

Claudius Boehm