Intermediate for synthesizing paroxetine, method for preparing the same, and uses thereof

US9796675B1 · kind B1 · utility

Assignee

• ZHEJIANG JIUZHOU PHARMACEUTICAL CO., LTD. · CN

Inventors

• Xiaoming Feng · Cary, US
• Yu Zhang · Shanghai, CN
• Xiaohua Liu · Irvine, US
• Qian YAO · Sunnyvale, US
• Lili Lin · Bloomington, US
• Guoliang Zhu · Taizhou City, CN

Key dates

• Filing date: Jun 15, 2015
• Grant date: Oct 24, 2017
• Expiry date: Jun 15, 2035

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D409/06
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A paroxetine intermediate, a method for preparing the same, and uses thereof are provided. Specifically, the method includes: reacting a compound of formula I below with a compound of formula II in the presence of an organic base under the catalysis of a complex formed from a chiral amine oxide L and a rare-earth metal compound Ln(OTf)3 to prepare a compound of formula III below: wherein R1 is alkyl, phenyl or benzyl; R2, R3, R4 are each independently C1-C6 alkyl or C6-C10 aryl; the chiral amine oxide L has the following structure: wherein n=1, 2; and R=Ph—, 2,6—Me2C6H3—, 2,6—Et2C6H3—, 2,6-iPr2C6H3—, Ph2CH—.