Process and intermediate for certain bis-aza-bicyclic anxiolytic agents

US5455350A · kind A · utility

Assignee

• PFIZER INC. · US

Inventors

• Dennis Michael Godek · Glastonbury, US
• Charles W. Murtiashaw · Preston, US
• Frank J. Urban · Groton, US
• Brian C. Vanderplas · Old Lyme, US

Key dates

• Filing date: Oct 13, 1993
• Grant date: Oct 3, 1995
• Expiry date: Oct 13, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

(C.sub.1 -C.sub.3)Alkyl-4,6,7,8,9,9a-hexahydro-2H,3H-pyrido[1,2-a]pyrazin-1-one-7-c arboxylate esters, important precursors to certain bis-aza-bicyclic anxiolytics, can be prepared from di(C.sub.1 -C.sub.3)alkyl cis-piperidine-2,5-dicarboxylate starting material by a new process via a new class of intermediates, di(C.sub.1 -C.sub.3)alkyl cis-N-(2-(phthalimido)ethyl)piperidine-2,5-dicarboxylates. In the process, the starting material is reacted with either 2-(phthalimido)ethyl triflate or 2-(phthalimido)acetaldehyde to form the new intermediate, which can then be cyclized to the aforementioned precursor.