Affiliation:
1. Chemistry Department, Kuwait University, P. O. Box 5969, Safat 13060, Kuwait
Abstract
Pyrazolo[3,4-d]pyrimidine-4-amine was prepared at room temperature in a catalyst-
free medium with moderate yield and characterized by spectroscopic and X-ray diffraction
techniques. Two possible mechanistic routes were suggested for its formation.
Route 1 entails attack by the N of the amine on the imidate carbon followed by Dimroth
rearrangement after cyclization. Route 2 is the nucleophilic attack by the amine on the CN
function followed by cyclization to pyrazolo[3,4-d]pyrimidine-4-amine. Density functional
theory (DFT) calculation studies of the two proposed reaction pathways illustrated that the
Route 2 reaction was more likely than that of Route 1.
Publisher
Bentham Science Publishers Ltd.
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