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Short Paper | Special issue | Vol 99, No. 2, 2019, pp.1423-1433
Published online, 5th February, 2019
DOI: 10.3987/COM-18-S(F)90
A Novel Route to (R)-2-(3-Chlorophenyl)propan-1-amine, a Key Intermediate for the Synthesis of Lorcaserin

Ivana Gazic Smilovic, Sven Nerdinger,* Sandro Neuner, Herwig Schottenberger, Thomas Gelbrich, and Klaus Wurst

*Global Portfolio, Sandoz GmbH, Biochemiestrasse 10, 6250 Kundl, Austria

Abstract

A new and efficient three-step synthesis of (R)-2-(3-chlorophenyl)propan-1-amine is reported, which serves as an intermediate in the synthesis of the antiobesity drug lorcaserin. The key step is a chiral resolution due to the formation of a salt with l-(-)-3-phenyllactic acid. The structure of the relevant salt phase is reported.