Aventis Pharmaceuticals Products Inc.

Aventis Pharmaceuticals Inc.

Rhone-poulenc Rorer Pharmaceuticals Inc.

Benoit J Vanasse

James P Sherbine

Patrick Leon

Adam W Sledeski

James J Mencel

Robert C Liu

Matthew R Powers

Larry Kenneth Truesdale

Rick G Woodward

Walter Rodriguez

Zofia J Chrzan

Laurence W Reilly

Gregory G Kubiak

Herve Garcia

Vincent Windisch

Anthony J Gardetto

Narasimha M Vemuri

David Toledo-Velasquez

Alfred P Spada

Michael R Myers

Cynthia Anne Fink

George C Morton

Michael K O'Brien

Richard F Labaudiniere

Michel Lavigne

Ching T Tsuei

Christophe Daubie

Tory H Powner

Robert Stammler

Diane C Salazar

Michael D Thompson

Harshavadan C Shah

Franco Manfre

Geoffrey A D'Netto

Diane C Salazar, Deceased

Francis L Walther

STABLE NON-HYGROSCOPIC CRYSTALLINE FORM OF N-&lsqb;N-&lsqb;N-(4-(PIPERIDIN-4-YL)BUTANOYL)-N-ETHYLGLYCYL&rsqb;ASPARTYL&rsqb;-L-&bgr;-CYCLOHEXYL ALANINE AMIDE, INTERMEDIATES THEREOF, AND PREPARATION THEREOF AND OF ANTITHROMBOTIC AZACYCLOALKYLALKANOYL PEPTIDES AND PSEUDOPEPTIDES

Process for preparing 2,4-dihydroxypyridine and 2,4-dihydroxy-3-nitropyridine

The present invention is directed to a process for preparing 2,4-dihydroxy-pyridine comprising heating a compound of the formula A

Process for preparing 2,4- dihydroxypyridine and 2,4- dihydroxy-3-nitropyridine

This invention is directed to methods for the preparation of &lsqb;1S-&lsqb;1a,2b,3b,4a(S*)&rsqb;&rsqb;-4-&lsqb;7-&lsqb;&lsqb;-(3-chloro-2-thienyl)methyl&rsqb;propyl&rsqb;amino&rsqb;-3 H-imidazo&lsqb;4,5-b&rsqb;pyridin-3-yl&rsqb;&rsqb;-N-ethyl-2,3-dihydroxycyclopentanecarboxamide, methods for the preparation of intermediates thereto, and to said intermediates themselves.

Preparation of is-&lsqb;1A,2B,3B,4A(S*)&rsqb;-4-&lsqb;7-&lsqb;&lsqb;1-(3-chloro-2-Thienyl)methyl&rsqb;amino&rsqb;-3H-imidazo &lsqb;4,5-B&rsqb;pyridin-3-YL&rsqb;-N-ethyl-2,3-dihydroxycyclopentanecarboxamide

This invention is directed to a process for preparing a pseudotetrapeptide of formula I

Process for the preparation of azacycloalkylakanoyl pseudotetrapeptides

The invention is directed to a non-hygroscopic stable crystalline form of the antithrombotic compound N-[N-[N-(4-piperdin-4-yl)butanoyl)-N-ethylglycyl]-(L)-aspartyl]-(L)-.beta. -cyclohexyl-alanine amide, to processes for preparing said stable crystalline form, to a pharmaceutical composition thereof, and intermediates thereof, and the invention is directed also to processes for preparing a compound of the formula ##STR1## wherein: A, B, Z, E.sup.1, E.sup.2, G, R, m, n, and p are as defined herein.

Stable non-hygroscopic crystalline form of

This invention is directed to methods for the preparation of [1S-[1a,2b,3b,4a(S*)]]-4-[7-[[1-(3-chloro-2-thienyl) methyl]propyl]amino]-3H-imidazo[4,5-b]pyridin-3-yl]-N-ethyl-2,3-dihydroxyc yclopentanecarboxamide, methods for the preparation of intermediates thereto, and to said intermediates themselves.

Preparation of

This invention is directed to a functionalized amino resin of formula ##STR1## wherein S is a solid support; R is H or alkyl; A is ##STR2## Y is OH or OCOR.sup.1 ; and R.sup.1 is aliphatic or aromatic which is useful for the solid phase synthesis of amides, peptides and hydroxamic acids.

Functionalized resin for the synthesis of amides and peptides

This invention relates to di[(1 R)-(-)-camphosulfonic acid) salt of [1S-[1.alpha.,2.beta.,3.beta.,4.alpha.,(S*)]]-4-[7-[[2-(3-chloro-2-thienyl )-1-ethylethyl]amino]3 H-imidazo[4,5-b]pyridin-3-yl]-N-ethyl-2,3-dihydroxycyclopentanecarboxamide , and a process for preparing the compound, comprising reacting a reaction mixture of (-)-1.beta.-N-ethyl-2.alpha.,3.alpha.-isopropylidenedioxy-4.beta.-[3-amino -4-[2-(5-chloro-2-thienyl)-(1R)-1-ethylethyl]amino-2-pyridyl]aminocyclopent anecarboxamide and formamidine acetate, and then treating the reaction mixture with (1 R)-(-)-10-camphorsulfonic acid. The salt is useful in purifying [1 S-[1.alpha.,2.beta.,3.beta.,4.alpha.,(S*)]]-4-[7-[[2-(3-chloro-2-thienyl)- 1-ethylethyl]amino]-3 H-imidazo[4,5-b]pyridin-3-yl]-N-ethyl-2,3-dihydroxycyclopentanecarboxamide which possesses adenosine agonist activity and is useful as an anti-hypertensive, cardioprotective, anti-ischemic, and antilipolytic agent.

DI (1R)-(-)camphosulfonic acid) salt, preparation thereof and use thereof

Growing community of inventors

Collegeville, PA, United States of America

Benoit J Vanasse