Process for the preparation of pyrrolo[2,3-d]pyrimidines

US5254687A · kind A · utility

Assignee

• THE TRUSTEES OF PRINCETON UNIVERSITY · US

Inventors

• Edward C. Taylor · Princeton, US
• Hemantkumar H. Patel · Princeton, US

Key dates

• Filing date: Dec 4, 1991
• Grant date: Oct 19, 1993
• Expiry date: Dec 4, 2011

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/68
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

5-Substituted pyrrolo[2,3-d]pyrimidines are prepared from a nucleophile of the formula R.sup.2 -C(.dbd.NH)NH.sub.2 and a 2-amino-5-substituted-furan carrying a cyano or carboxy group in the 4-position. A typical example is the preparation of ethyl 4-(2-(2,4-diaminopyrrolo[2,3-d]pyrimidin-5-yl)ethyl}benzoate, an intermediate for the preparation of the known N-[4-{2-(2,4-diaminopyrrolo[2,3-d]pyrimidin-5-yl)ethyl}benzoyl]-L-glutamic acid, by allowing guanidine and ethyl 4-[2-(2-amino-3-cyanofur-4-yl)ethyl]benzoate to react under mild conditions.