Invention Grant
- Patent Title: Process for the preparation of (3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine
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Application No.: US14891028Application Date: 2014-12-02
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Publication No.: US09951012B2Publication Date: 2018-04-24
- Inventor: Dhananjay G. Sathe , Arijit Das , Yogesh Subhash Patil , Nilesh L. Bonde , Ankush Sampat Kekan
- Applicant: UNICHEM LABORATORIES LIMITED
- Applicant Address: IN Mumbai
- Assignee: UNICHEM LABORATORIES LIMITED
- Current Assignee: UNICHEM LABORATORIES LIMITED
- Current Assignee Address: IN Mumbai
- Agency: Banner & Witcoff, Ltd.
- Priority: IN3843/MUM/2013 20131209
- International Application: PCT/IB2014/066510 WO 20141202
- International Announcement: WO2015/087201 WO 20150618
- Main IPC: C07D211/02
- IPC: C07D211/02 ; C07D211/56 ; C07D213/75 ; C07D213/74 ; C07D211/72

Abstract:
The present invention is related to an improved and efficient process for preparation of (3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine which comprises: (a) N-acylation of 3-Amino-4-methyl pyridine; (b) Quarternization of 3-Acetylamino-4-methyl pyridine using benzyl halide; (c) Partial reduction of quarternized 3-Acetylamino-4-methyl pyridine by Sodium borohydride in Methanol or water; (d) Hydrolysis of partially reduced product to 1-Benzyl-4-methylpiperidin-3-one in presence of acid; (e) Reductive amination of 1-Benzyl-4-methylpiperidin-3-one using Methanolic methylamine in presence of Titanium(IV) isopropoxide in Methanol; (f) Resolution of 1-Benzyl-4-methylpiperidin-3-yl)-methylamine using Ditoluoyl (L) tartaric acid to get (3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine. The invention is also related to novel intermediates: wherein R, R′ and X are as described in the specification.
Public/Granted literature
- US20160102057A1 AN IMPROVED PROCESS FOR THE PREPARATION OF (3R,4R)-(1-BENZYL-4-METHYLPIPERIDIN-3-YL)-METHYLAMINE Public/Granted day:2016-04-14
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