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Synthesis of pyrido[3,4-d]pyrimidines by condensation of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate with morpholine-4-carboxamidine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method has been developed for the synthesis of 4-amino-substituted 7-benzyl-2-morpholin-4-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidines by condensation of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate with morpholine-4-carboxamidine and subsequent reaction of the 7-benzyl-2-morpholin-4-yl-5,6,7,8-tetrahydro-3H-pyrido[3,4-d]pyrimidin-4-one with trifluoromethanesulfonic anhydride and secondary amines.

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References

  1. A. J. Bridges, Chem. Rev., 101, 2541 (2001).

    Article  CAS  Google Scholar 

  2. H. Daub, K. Specht, and A. Ullrich, Nat. Rev., Drug Discov., 3, 1001 (2004).

    Article  CAS  Google Scholar 

  3. G. W. Rewcastle, W. A. Denny, and H. D. H. Showwalter, Curr. Org. Chem., 4, 679 (2000).

    Article  CAS  Google Scholar 

  4. T. J. Connolly, M. Matchett, and K. Sarma, Org. Process Res. and Dev., 9, 80 (2005).

    Article  CAS  Google Scholar 

  5. G. Wollein and R. Troschute, J. Heterocycl. Chem., 39, 1195 (2002).

    CAS  Google Scholar 

  6. J. Audoux, N. Ple, A. Turck, and G. Queguiner, Tetrahedron, 60, 4107 (2004).

    Article  CAS  Google Scholar 

  7. W. J. Irwin and D. G. Wibberley, Adv. Heterocycl. Chem., 10, 149 (1969).

    Article  CAS  Google Scholar 

  8. A. R. Katritzky (editor), Comprehensive Heterocyclic Chemistry, Vol. 3, Pergamon, Oxford (1984), p. 199.

    Google Scholar 

  9. J. H Maguire and R. L. McKee, J. Org. Chem., 39, 3434 (1974).

    Article  CAS  Google Scholar 

  10. J. Reiter and E. Rivo, J. Heterocycl. Chem., 25, 1497 (1988).

    Article  CAS  Google Scholar 

  11. S. Sarkar, Synlett., 390 (2004).

  12. HyperChem Version 6.03, Hypercube Inc. (2000).

  13. M. S. Bernatowitcz, Y. Wu, and G. R. Matsueda, J. Org. Chem., 57, 2497 (1992).

    Article  Google Scholar 

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, 142432, Moscow Region

    A. Yu. Kuznetsov & S. V. Chapyshev

  2. K. A. Timiryazev Russian State Agrarian University, Moscow, 127550

    N. L. Nam

Authors
  1. A. Yu. Kuznetsov
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  2. N. L. Nam
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  3. S. V. Chapyshev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 762–768, May, 2007.

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Kuznetsov, A.Y., Nam, N.L. & Chapyshev, S.V. Synthesis of pyrido[3,4-d]pyrimidines by condensation of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate with morpholine-4-carboxamidine. Chem Heterocycl Compd 43, 640–645 (2007). https://doi.org/10.1007/s10593-007-0100-3

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  • DOI: https://doi.org/10.1007/s10593-007-0100-3

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