Invention Grant
US07709662B2 Method of manufacturing (S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride (duloxetine)
有权
制备(S)-N-甲基-3-(1-萘氧基)-3-(2-噻吩基)丙胺盐酸盐(度洛西汀)的方法
- Patent Title: Method of manufacturing (S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine hydrochloride (duloxetine)
- Patent Title (中): 制备(S)-N-甲基-3-(1-萘氧基)-3-(2-噻吩基)丙胺盐酸盐(度洛西汀)的方法
-
Application No.: US11718042Application Date: 2005-10-21
-
Publication No.: US07709662B2Publication Date: 2010-05-04
- Inventor: Ludek Ridvan , Petr Hruby , Lukas Placek , Miroslav Kuchar
- Applicant: Ludek Ridvan , Petr Hruby , Lukas Placek , Miroslav Kuchar
- Applicant Address: CZ Prague
- Assignee: Zentiva k.s.
- Current Assignee: Zentiva k.s.
- Current Assignee Address: CZ Prague
- Agency: Oblon, Spivak, McClelland, Maier & Neustadt, L.L.P.
- Priority: CZ2004-1072 20041026
- International Application: PCT/CZ2005/000079 WO 20051021
- International Announcement: WO2006/045255 WO 20060504
- Main IPC: C07D333/12
- IPC: C07D333/12

Abstract:
A method of preparation of (S)-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine of formula (I) or its pharmaceutically acceptable salt, in which (RS)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine of formula (III) is reacted with an optically active acid, after which a crystallization is made of that diastereoisomer which yields, by reaction with an inorganic or organic base, (S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine of formula (S)-III, which is then demethylated using alkylchloroformates, followed by a hydrolysis and optional conversion of the compound of formula (I) to its salt.
Public/Granted literature
Information query