Pregabalin

15 16 (S)-Pregabalin

Example 7: Preparation of (S) Pregabalin from compound 19

1Og of compound 19 is dissolved in 440 ml 6 N HCl, and the solution is warmed to 125°C for 15 hours. After cooling, the mixture is diluted with water, and extracted three times with dichloromethane, then the aqueous phase is evaporated. After drying under high vacuum, the (S)-Pregabalin hydrochloride is obtained as crystals. (S)-Pregabalin is further resolved by dissolving (S)-Pregabalin hydrochloride in isobutanol, and then adding triethyl amine. The mixture is stirred for 45 minutes, and the product is filtered, washed with isobutanol.

http://www.google.com/patents/WO2006110783A2?cl=en

Publication number	WO2006110783 A2
Publication type	Application
Application number	PCT/US2006/013565
Publication date	Oct 19, 2006
Filing date	Apr 11, 2006
Priority date	Apr 11, 2005
Also published as	CA2603215A1, 4 More »
Inventors	Asher Maymon, Vinod Kumar Kansal, Lilach Hedvati
Applicant	Teva Pharma, Asher Maymon, Vinod Kumar Kansal, Lilach Hedvati
Export Citation	BiBTeX, EndNote, RefMan
Patent Citations (1), Non-Patent Citations (3), Referenced by (23),Classifications (13), Legal Events (6)
External Links: Patentscope, Espacenet Citing Patent Filing date Publication date Applicant Title WO2008007145A2 * Jul 12, 2007 Jan 17, 2008 Generics Uk Ltd Process of preparing a gamma-amino acid WO2008117305A2 * Mar 3, 2008 Oct 2, 2008 Venkata Siva Kumar Bobba A novel process for preparing pregabalin and its acid addition salts WO2009010554A1 * Jul 17, 2008 Jan 22, 2009 Esteve Labor Dr Process for the enantioselective preparation of pregabalin WO2009022839A2 * Aug 11, 2008 Feb 19, 2009 Korea Advanced Inst Sci & Tech Novel method for preparing pregabalin WO2009080365A1 * Dec 18, 2008 Jul 2, 2009 Synthon Bv Pregabalin salts WO2009081208A1 * Dec 19, 2008 Jul 2, 2009 Generics Uk Ltd Processes to pregabalin WO2009087650A2 * Oct 14, 2008 Jul 16, 2009 Sundeep Aurora A novel process for synthesis of pregabalin from substituted cyclopropane intermediate and a process for enzymatic resolution of racemic pregabalin WO2009141362A2 * May 19, 2009 Nov 26, 2009 Sandoz Ag Process for the stereoselective enzymatic hydrolysis of 5-methyl-3-nitromethyl-hexanoic acid ester WO2009147434A1 * Jun 3, 2009 Dec 10, 2009 Generics [Uk] Limited A novel and efficient method for the synthesis of an amino acid WO2009149928A1 * Jun 10, 2009 Dec 17, 2009 Synthon B.V. Processes for making pregabalin and intermediates therefor WO2014005494A1 * Jun 28, 2013 Jan 9, 2014 Sunshine Lake Pharma Co., Ltd. Method of preparing lactam compound EP2017273A1 * Jul 18, 2007 Jan 21, 2009 Laboratorios del Dr. Esteve S.A. Process for the enantioselective preparation of pregabalin US7586005 Oct 28, 2008 Sep 8, 2009 Teva Pharmaceutical Industries Ltd. Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US7619112 Aug 14, 2007 Nov 17, 2009 Teva Pharmaceutical Industries Ltd. Optical resolution of 3-carbamoylmethyl-5-methyl hexanoic acid US7678938 Aug 14, 2007 Mar 16, 2010 Teva Pharmaceutical Industries Ltd. Optical resolution of 3-carbamoylmethyl-5-methyl hexanoic acid US7763749 May 10, 2006 Jul 27, 2010 Teva Pharmaceutical Industries Ltd. Method for the preparation of Pregabalin and salts thereof US7851651 Oct 28, 2008 Dec 14, 2010 Teva Pharmaceutical Industries Ltd. Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US7923575 Oct 19, 2009 Apr 12, 2011 Teva Pharmaceutical Industries Limited Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US7960583 Oct 28, 2008 Jun 14, 2011 Teva Pharmaceutical Industries Ltd. Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US7973196 Aug 30, 2010 Jul 5, 2011 Teva Pharmaceutical Industries Ltd. Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US8097754 Mar 24, 2008 Jan 17, 2012 Teva Pharmaceutical Industries Ltd. Synthesis of (S)-(+)-3-(aminomethyl)-5-methyl hexanoic acid US8212071 Nov 4, 2008 Jul 3, 2012 Teva Pharmaceutical Industries Ltd. Asymmetric synthesis of (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid US8546112 May 19, 2009 Oct 1, 2013 Sandoz Ag Process for the stereoselective enzymatic hydrolysis of 5-methyl-3-nitromethyl-hexanoic acid ester