Process for preparing (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds

US10457648B2 · kind B2 · utility

Assignees

• Genentech, Inc. · US
• F. Hoffmann-La Roche AG · CH

Inventors

• Francis Gosselin · South San Francisco, US
• Chong Han · Foster City, US
• Hans Iding · Rheinfelden (Baden), DE
• Reinhard Reents · Münchenstein, CH
• Scott Savage · Redwood City, US
• Beat Wirz · Basel, CH

Key dates

• Filing date: Sep 25, 2015
• Grant date: Oct 29, 2019
• Expiry date: Sep 25, 2035

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present disclosure relates to processes for preparing (cyclopentyl[d]pyrimidin-4-yl)piperazine compounds, and more particularly relates to processes for preparing (R)-4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d] pyrimidin-4-yl)piperazine and N-protected derivatives thereof, which may be used as an intermediate in the synthesis of Ipatasertib (i.e., (S)-2-(4-chlorophenyl)-1-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-(isopropylamino)-propan-1-one). The present disclosure additionally relates to various compounds that are intermediates employed in these processes.