One‐Step Method for Alicyclic Ring‐Fused Pyrimidine‐2,4‐diones

Abstract

AbstractOne‐step method for the synthesis of alicyclic ring‐fused pyrimidine‐2,4‐diones is proposed. The method is based on the reaction of cyclic imidates with carbonylaminopropionic acid derivatives using an excess cyclic imidate as a base. It was shown that the first step is the condensation of a cyclic imidate and a carbonylaminopropionic acid derivative via an active methylene group. Various derivatives of alicyclic ring‐fused pyrimidine‐2,4‐diones bearing at the C5 position of the starting pyrimidine ring hydrogen, carboxylic, nitrile, methoxycarbonyl, and bromo groups were prepared. It was shown that methylation proceeded readily affording 3‐methyl‐5‐bromo‐ alicyclic ring‐fused pyrimidine‐2,4‐diones in good yield.