Process for the production of etravirine

US8653266B2 · kind B2 · utility

Assignee

• Mylan Laboratories Limited · IN

Inventors

• Vinayak Govind Gore · Panvel, IN
• Choudhari Bharati · Hyderabad, IN
• Mahesh Hublikar · Hyderabad, IN
• Prakash Bansode · Hyderabad, IN
• Sandip Sinore · Hyderabad, IN

Key dates

• Filing date: Apr 26, 2012
• Grant date: Feb 18, 2014
• Expiry date: Apr 26, 2032

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D239/48
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A novel process for the preparation of Etravirine comprises the condensing of ethyl cyanoacetate with N-cyanophenylguanidine to obtain an —OH compound of formula (II), which is further converted to a leaving group of formula (III). The compound of formula (III) is optionally protected and brominated to yield compound of formula (IV). The condensation of formula (IV) with 3,5-dimethyl-4-hydroxybenzonitrile yields a compound of formula (VI), and an optional deprotection of the compound of formula (VI) results in Etravirine.