2-Methoxy-4-amino-5-pyrimidinecarbaldehyde (2a) as well as its 6-methyl 2b and 6-phenyl derivatives 2c were prepared by reduction of the corresponding aminopyrimidinecarbonitriles 1. Catalytic hydrogenation of 1a, 1b gives 5-hydroxymethylpyrimidines 3a, 3b; under the same conditions 1c afforded 5-aminomethylpyrimidine 4. Condensation of 2 with carbonitriles, ketones and polyfunctional carbonyl compounds bearing the -CH2CO- moiety afforded the pyrido[2,3-d]pyrimidines and pyrimido-[4,5-b]quinoline derivatives.

This study demonstrates the successful synthesis of pyrido[2,3-d]pyrimidines and their derivatives from aminopyrimidinecarbaldehydes, with potential applications in pharmaceuticals and biotechnology.

Paper

Synthesis of pyrido[2,3-d]pyrimidines from aminopyrimidinecarbaldehydes

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