Russian Chemical Bulletin

, Volume 43, Issue 8, pp 1392–1397 | Cite as

Efficient methods for the synthesis of pyrido[2,3-d]pyrimidin-5-ones from 4-amino-5-acetylpyrimidines

  • A. V. Komkov
  • B. I. Ugrak
  • V. S. Bogdanov
  • V. A. Dorokhov
Organic Chemistry

Abstract

New methods for annelation of a pyridine ring to a pyrimidine ring were suggested. Substituted 8H-pyrido[2,3-d]pyrimidin-5-ones (8a-f) were synthesized by the interaction of 2,6-disubstituted 4-amino-5-acetylpyrimidines (1–4) with formamide or acetamide acetals followed by cyclization under the action of sodium methoxide in methanol. 2,4-Disubstituted 7-phenyl-8H-pyrido[2,3-d]pyrimidin-5-ones (11a-c) were prepared by the reaction of 2,6-disubstituted 5-acetyl-4-benzoylaminopyrimidines (10a-c) with MeONa in boiling BuOH.

Key words

4-amino-5-acetylpyrimidines 4-benzoylamino-5-acetylpyrimidines dimethylformamide dimethylacetal dimethylacetamide dimethylacetal pyrido-[2,3-d]pyrimidin-5-ones 

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • A. V. Komkov
    • 1
  • B. I. Ugrak
    • 1
  • V. S. Bogdanov
    • 1
  • V. A. Dorokhov
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciensesMoscowRussian Federation

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