Journal of Combinatorial Chemistry 2006-01-01

An efficient and regiospecific strategy to N7-substituted purines and its application to a library of trisubstituted purines.

Jinglin Liu, Qun Dang, Zhonglin Wei, Fuqiang Shi, Xu Bai

Index: J. Comb. Chem. 8(3) , 410-6, (2006)

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Abstract

A regiospecific strategy for the preparation of N(7)-substituted purines in an efficient manner was devised. This approach to 6,7,8-trisubstituted purines relies on the cyclization reactions of suitably substituted pyrimidines (1) with either a carboxylic acid or an aldehyde. The method development for the five-step synthetic strategy outlined here was completed using 5-amino-4,6-dichloropyrimidine (4) as the starting material. The utility of this methodology was demonstrated through the preparation of a 40-membered library of 6,7,8-trisubstituted purines (3) in good yields and high purity.

Related Compounds

  • 4,6-Dichloro-5-pyr...

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