An efficient and regiospecific strategy to N7-substituted purines and its application to a library of trisubstituted purines.
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.
Liu
Jinglin
J
The Center for Combinatorial Chemistry and Drug Discovery, Jilin University, Changchun, PR China.
Dang
Qun
Q
Wei
Zhonglin
Z
Shi
Fuqiang
F
Bai
Xu
X