A simple and facile synthesis of novel 1,2,3‐triazole substituted pyrimidine derivatives

Abstract

A series of novel indole and pyrimidine scaffolds bearing 1,2,3‐triazoles have been designed and synthesized using click chemistry reaction conditions. Target compounds 9a‐j were synthesized in the multi‐step process. In the first step 5‐substituted‐1‐methyl‐1H‐indole‐3‐carbaldehyde 2a‐b reacted with ethyl cyanoacetate 3 and guanidine hydrochloride 4 in presence of L‐Proline in ethanol undergoes cyclisation to form 5a‐b. Further, 5a‐b condensed with various benzaldehydes to form Schiff's base 6a‐f, which further proporgylated with propargyl bromide to form 7a‐f. Finally, 7a‐f was subjected to click‐chemistry with various azides in the presence of CuSO4.5H2O + sodium ascorbate mixture in Dimethylformamide at room temperature to obtain 2 + 3 cycloaddition products 9a‐j in high yield. All these synthetic methods are mostly green and inexpensive with excellent yields.

A review on pyrimidine‐based derivatives: Synthesis and their biological application

“…The synthesis of pyrimidines and their derivatives can be achieved either by introducing a pre-existing pyrimidine core unit [59,60] or through in situ methods [61][62][63]. Various synthetic strategies of pyrimidine and pyrimidine fused with other carbocycles are summarized in this review.…”