Pyrimidine Analogues Diaminopyrimidines

About 6 years later, Broom and Srinivasan [76] described the synthesis of the 5-deaza-5-oxo analogues ((85a) and (85b), respectively) of AP and MTX Scheme 3.17). Beginning with ethyl 4-amino-2-methylthio-5-oxopyrido-[2,3-d]pyrimidine-6-carboxylate (82), readily available in four steps from 2-methylthio-4,6-diaminopyrimidine (81) [77], they prepared the diaminoalcohol (83) in three steps. Conversion of (83) to the bromomethyl compound (84) was followed by reaction with (31) or (35) and saponification to generate the target compounds (85a) and (85b). At about the same time, it was reported that (80a)... 

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