Acetic Acid Mediated Coupling of 2-Aminonicotinamides with Ortho Esters: A Convenient, Scalable Synthesis of 2,3-Substituted Pyrido[2,3-d]pyrimidines

Abstract

Substituted pyrido[2,3-d]pyrimidines are synthesized in good to excellent yields by treatment of various 2-aminonicotin­amides with triethyl orthopropionate or triethyl orthoacetate in the presence of acetic acid.

Key words

pyrido[2,3-d]pyrimidines - 2-aminonicotinamides - acetic­ acid - oxazin-4-one

References

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8

Decomposition of oxazin-4-ones was found to occur during extraction with aq sat. NaHCO₃ on a 150 g scale.

10

Determined by ¹H NMR analysis of the crude reaction mixture.