Smithkline Beecham Corporation

Smithkline Beckman Corporation

Michael Anthony McGuire

Robert John Mills

Conrad John Kowalski

Neil Howard Baine

William Morrow Clark

Yemane Woldeselassie Andemichael

Paul E Bender

Ivan Lantos

Marvin Sungwhan Yu

Lendon N Pridgen

Herbert B Winicov

Jeffery L Wood

Lendon Norwood Pridgen

Jose J Conde

Susan C Shilcrat

Qiaogong Su

Lewilynn L Goldfinger

Michael D Wallace

Disclosed is a new process and intermediates for preparing benzazepines of Formula (I): wherein Rand Rare as defined herein.

Process and intermediates for preparing benzazepines

Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentano&lsqb;b&rsqb;pyridine derivatives. The most preferred compounds prepared by this inventino are (&plus;)(1S, 2R, 3S)-3-&lsqb;2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl&rsqb;-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (&plus;)(1S, 2R, 3S)-3-&lsqb;(2-carboxymethoxy-4-methoxyphenyl)-1- (3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.

Process of making 3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives

Process for preparing indane carboxylate and cyclopentano &lsqb;6&rsqb; pyridine derivatives

Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentano&lsqb;b&rsqb;pyridine derivatives. The most preferred compounds prepared by this invention are (&plus;)(1S, 2R, 3S)-3-&lsqb;2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl&rsqb;-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (&plus;)(1S, 2R, 3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.

Process of making 3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic

6-Aryl-2,3-dihydroimidazo[2,1-b]thiazoles and corresponding thiazines act as nucleophiles, either directly or in the form of Grignard reagents, with N-acylpyridinium salts to produce new 6-aryl-5-(N-acyl-1,4-dihydro-4-pyridyl)-2,3-dihydroimidazo-[2,1-b]thiazole s and corresponding thiazines. These are oxidized to give the corresponding pyridyl-substituted imidazo[2,1-b]thiazoles and thiazines, which are active as inhibitors of the 5-lipoxygenase pathway of arachidonic acid metabolism.

Compounds for preparing 6-phenyl-2,3-dihydroimidazo[2,1-b]-thiazoles and

1.4-dihydro-4-pyridyl-substituted imidazo (2,1-b) thiazoles and the

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Norristown, PA, United States of America

Michael Anthony McGuire