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Synthesis 2007(23): 3678-3682
DOI: 10.1055/s-2007-990878
DOI: 10.1055/s-2007-990878
PAPER
© Georg Thieme Verlag Stuttgart · New York
Acetic Acid Mediated Coupling of 2-Aminonicotinamides with Ortho Esters: A Convenient, Scalable Synthesis of 2,3-Substituted Pyrido[2,3-d]pyrimidines
Further Information
Received
29 May 2007
Publication Date:
13 November 2007 (online)
Publication History
Publication Date:
13 November 2007 (online)
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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
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References
Decomposition of oxazin-4-ones was found to occur during extraction with aq sat. NaHCO3 on a 150 g scale.
10Determined by 1H NMR analysis of the crude reaction mixture.