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Synthesis of Hexa- and Octahydropyrido[3'2':4,5]thieno[3,2-d]pyrimidines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of N-methylmorpholinium 4-(2-chlorophenyl)-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolate with chloroacetamide in DMF in the presence of an excess of KOH gave 3-amino-2-carbamoyl-4-(2-chlorophenyl)-6-oxo-4,5,6,7-tetrahydrothieno[2,3-b]pyridine. Refluxing the latter with acyl chlorides in AcOH or heating in formic acid gave hexahydropyrido[3',2':4,5]thieno[3,2-d]pyrimidine derivatives and reaction with cyclohexanone gave a spiro-linked octahydropyrido[3',2':4,5]thieno[3,2-d]pyrimidine.

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Authors and Affiliations

  1. East-Ukrainian National University, Lugansk, 91034, Ukraine

    V. V. Dotsenko & S. G. Krivokolysko

  2. Russian Academy of Sciences, N. D. Zelinsky Institute of Organic Chemistry, Moscow, 117913, Russia

    V. P. Litvinov

Authors
  1. V. V. Dotsenko
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  2. S. G. Krivokolysko
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  3. V. P. Litvinov
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Dotsenko, V.V., Krivokolysko, S.G. & Litvinov, V.P. Synthesis of Hexa- and Octahydropyrido[3'2':4,5]thieno[3,2-d]pyrimidines. Chemistry of Heterocyclic Compounds 39, 110–112 (2003). https://doi.org/10.1023/A:1023033027915

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  • DOI: https://doi.org/10.1023/A:1023033027915

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