Development of an Efficient and Straightforward Methodology Toward the Synthesis of Molecularly Diverse 2,6-Disubstituted 3,4-Dihydropyrimidin-4(3H)-ones

Abstract

A simple and efficient methodology toward the synthesis of highly molecularly diverse 2,6-disubstituted 3,4-dihydropyrimidin-4(3H)-ones of type 3 has been developed. The methodology is based on a selective O-alkylation reaction with i-PrOH under Mitsunobu conditions followed by a nucleophilic heteroaromatic ipso-substitution of sulfones 20 and subsequent acidic hydrolysis of the isopropoxy group.

Key words

4(3H)-pyrimidinones - 4-isopropoxypyrimidines - selective O-alkylation - Mitsunobu reaction - ipso-substitution - selective acidic hydrolysis

References

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Font, D.; Heras, M.; Villalgordo, J. M. J. Comb. Chem., submitted for publication.