Process and intermediates for preparing GPR40 agonists

US9051289B2 · kind B2 · utility

Assignee

• Boehringer Ingelheim International GmbH · DE

Inventors

• Georg Dahmann · Biberach an der Riß, DE
• Holger Wagner · Mettenberg, DE
• Matthias Eckhardt · Hannover, DE
• Markus Frank · Baden-Baden, DE
• Marco Santagostino · Magenta, IT
• Juergen Schnaubelt · Biberach, DE
• Uwe Stertz · Biberach an der Riß, DE
• Thorsten Pachur · Biberach an der Riß, DE

Key dates

• Filing date: Sep 24, 2014
• Grant date: Jun 9, 2015
• Expiry date: Sep 24, 2034

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D513/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to compounds of formula Iwherein RS denotes F or CF3, Ra denotes H or C1-4-alkyl and Z denotes a leaving group or an optionally substituted or protected hydroxyl group, suitable as intermediates in the synthesis of indanyloxydihydrobenzofuranylacetic acids, which are GPR40 agonists, to a process for preparing these intermediates and to the process for preparing the GPR40 agonists making use of an asymmetric catalytic hydrogenation reaction in the presence of a transition metal catalyst and a chiral auxiliary.