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Synthesis of 7-3H-(IS, 4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-I-I-naphthalenamine hydrochloride (7-3H-Sertraline)

✍ Scribed by Willard M. Welch; Michael T. Williams

Publisher: John Wiley and Sons
Year: 1993
Tongue: French
Weight: 332 KB
Volume: 33
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580330206

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✦ Synopsis

Abstract

The preparation of the title compound, a selective serotonin uptake inhibitor with antidepressant properties in man, is described. The preparation of the 7‐bromo precursor via a stereoselective seven‐step sequence from (1R)‐7‐bromo‐1,2,3,4‐tetrahydro‐N‐methyl‐1‐naphthalenamine is described. The radiochemical purity of the product obtained after reduction with tritium was greater than 99 % and the specific activity was 17.6 Ci/mM.

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