Asymmetric synthesis of (S)-(-)-6-chloro-4- cyclopropyl-3,4-dihydro-4-[(2-pyridyl)ethynyl]-2(1H)-quinazolinone

US5434152A · kind A · utility

Assignee

• MERCK & CO., INC. · US

Inventors

• Mark A. Huffman · Pequest, US
• Nobuyoshi Yasuda · Mountainside, US
• Ann E. DeCamp · Scotch Plains, US
• Edward J. J. Grabowski · Westfield, US

Key dates

• Filing date: Nov 8, 1993
• Grant date: Jul 18, 1995
• Expiry date: Nov 8, 2013

Classification

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

Abstract

An asymmetric synthesis of (S)-(-)-6-chloro-4-cyclopropyl-3,4-dihydro-4-[(2-pyridyl)ethynyl]-2(1H)-qu inazolinone comprises the chiral addition of 2-pyridylacetylide to N.sup.1 -protected 6-chloro-4-cyclopropyl-2-quinazolinone followed by removal of the protecting group.