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Federal Trade Commission
Daiichi Sankyo
US Department of Justice

Generated: April 20, 2018

DrugPatentWatch Database Preview

Details for Patent: 6,008,216

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Title: Process for preparing 2-methyl-thieno-benzodiazepine
Abstract:2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thieno-[2,3-b][1,5]benzodiazepine, or an acid salt thereof, has pharmaceutical properties, and is of particular use in the treatment of disorders of the central nervous system. The compound has the following structure: ##STR1##
Inventor(s): Chakrabarti; Jiban Kumar (Camberley, GB), Hotten; Terrence Michael (Farnborough, GB), Tupper; David Edward (Reading, GB)
Assignee: Eli Lilly And Company and Limited (Basingstoke, GB)
Filing Date:Jul 24, 1998
Application Number:09/122,294
Claims:1. A method of preparing 2-methyl-4-(4-methyl-1-piperazinyl)-10H-thieno[2,3-b][1,5]-benzodiazepine comprising the following steps:

A) preparing 2-amino-5-methylthiophene-3-carbonitrile by mixing sulfur, propional-dehyde in dimethyl formamide, then adding triethyl amine, then adding malononitrile;

B) preparing 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile from the reaction product of step (A) by reaction with a slurry of sodium hydride dispersed in oil in tetrahydrofuran and 2-fluoro-nitrobenze;

C) preparing 4-amino-2-methyl-10H-thiono[2,3-b][1,5]benzodiazepine hydrochloride from the reaction product of step (B) by reacting with a slurry of 2-(2-nitroanilino)-5-methyl-thiophene-3-carbonitrile in ethanol and a solution of anhydrous stannous chloride in hydrochloric acid;

D) preparing 2-methyl-4-(4-methyl-1-piperazinyl)-10H-thieno[2,3-b][1,5]benzodiazepine by refluxing the reaction product of step (C) with a mixture of N-methylpiperazine, dimethylsulphoxide and toluene.

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Serving hundreds of leading biopharmaceutical companies globally:

Daiichi Sankyo
Argus Health
Queensland Health

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