Pyrimidines. 17. Novel pyrimidine to pyridine transformation reaction. One-step synthesis of pyrido [2, 3-d] pyrimidines

K Hirota, Y Kitade, S Senda, MJ Halat…

Index: Hirota; Kitade; Senda; et al. Journal of Organic Chemistry, 1981 , vol. 46, # 5 p. 846 - 851

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Citation Number: 57

Abstract

A number of 2, 6-dihydroxypyridines (3) and pyrido [2, 3-d] pyrimidines (9) were prepared in one step from 1, 3-dimethyluracil derivatives (1) via new transfragment reactions by which the N, C2-N3 fragment of 1 is displaced by the CC-N fragment of acyclic or cyclic l, &ambident nucleophiles. As acyclic nucleophiles, acetamide derivatives (2) substituted at the a position with an electron-withdrawing R3 group were employed. The products were ...