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Paper | Special issue | Vol 82, No. 1, 2010, pp.581-591
Published online, 16th June, 2010
DOI: 10.3987/COM-10-S(E)28
Dehydrogenation of 5,6-Dihydropyrido[3,2-d]pyrimidin-7(8H)-ones: A Convenient Last Step for a Synthesis of Pyrido[2,3-d]pyrimidin-7(8H)-ones

Irene Pérez-Pi, Xavier Berzosa, Iñaki Galve, Jordi Teixidó , and José I. Borrell*

*Molecular Engineering Group, IQS, Ramon Llull University, Via Augusta 390, E-08017 Barcelona, Spain

Abstract

Two new protocols for the dehydrogenation of 5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-ones to pyrido[2,3-d]pyrimidin-7(8H)- -ones are described. The first one uses NaH in DMSO an affords the corresponding pyridopyrimidines when an aryl substituent is present at C6. The second one is of a more general use, allowing dehydrogenation of aryl and alkyl substituted 5,6-dihydropyridopyrimdines upon treatment with Na2SeO3 in DMSO.