Preparation method of 5-[[2(R)-[1(R)-[3,5-bis(trifluoromethyl) phenyl]ethoxy]-3(S)-4-fluorophenyl-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazole-3-one

US8940890B2 · kind B2 · utility

Assignee

• CHENGDU DI'AO PHARMACEUTICAL GROUP CO., LTD. · CN

Inventors

• Jianxin Ji · Chengdu, CN
• Qiang Zhang · Dalian, CN
• Fengtian Du · Sichuan, CN
• Yi Jin · Winnipeg, CA
• Tao Zhang · Waltham, US
• Na Guo · Sichuan, CN
• Xiaowei Wilson Yan · Sichuan, CN
• Yongrongn Yang · Sichuan, CN
• Bogang Li · Sichuan, CN

Key dates

• Filing date: May 20, 2011
• Grant date: Jan 27, 2015
• Expiry date: May 20, 2031

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D265/32
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed is a synthesis method of a compound of formula 1,5-[[2(R)-[1(R)-[3,5-bis(trifluoromethyl)phenyl]ethoxyl]-3(S)-4-fluorophenyl-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazole-3-one (i.e. aprepitant), which comprises cyclizing a compound of formula 4 in a solvent, wherein R is C1-C5 alkyl. The intermediate for preparing aprepitant is also disclosed. The present method is especially suitable for industrial production of aprepitant.