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Pyrido[2,3-d]pyrimidines Reactions of hydroxypyrido[2,3-d]pyrimidines with thionyl chloride in the presence of DMF

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Depending on the reaction conditions, 5-hydroxy- and 5,7-dihydroxypyrido[2,3-d]pyrimidines react with thionyl chloride in the presence of DMF to give chlorination at position 6 along with replacement of the hydroxy groups at C(5) and C(7) with chlorine, while a nitro group at C(6) is ipsosubstituted by chlorine.

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References

  1. I. D. Bystryakova, O. A. Burova, N. M. Smirnova, and T. S. Safonova. Khim. Geterotsikl. Soedin., No. 11, 1563 (1991).

    Google Scholar 

  2. B. S. Hulbert, K. W. Ledig, R. Stenbuch, B. F. Valenti, and G. H. Hitchings, J. Med. Chem., 11, 703 (1968).

    Google Scholar 

  3. T.-L. Su, J.-T. Huang, J. H. Burchenal, K. A. Watanabe, and J. J. Fox, J. Med. Chem., 29, 709 (1986).

    Google Scholar 

  4. O. A. Burova, N. M. Smirnova, V. I. Polyshakov, G. S. Chernov, G. A. Losev, and T. S. Safonova, Khim. Geterotsikl. Soedin., No. 5, 674 (1991).

    Google Scholar 

  5. O. A. Burova, I. D. Bystryakova, N. M. Smirnova, and T. S. Safonova, Khim. Geterotsikl. Soedin., No. 4, 497 (1991).

    Google Scholar 

  6. J. M. Goldman, J. Org. Chem., 34, 3285 (1969).

    Google Scholar 

  7. Sadao Nishigaki, Keitaro Senda, and Fumio Yoneda. Chem. Pharm. Bull., 18, 1925 (1970).

    Google Scholar 

  8. I. D. Bystryakova, O. A. Burova, G. M. Chelysheva, N. M. Smirnova, and T. S. Safonova. Khim.-farm. Zh., No. 12, 31 (1991).

    Google Scholar 

  9. N. M. Smirnova, N. M. Cherdantseva, O. A. Burova, V. M. Nesterov, and T. S. Safonova. Khim. Geterotsikl. Soedin., No. 7, 971 (1990).

    Google Scholar 

  10. O. A. Burova, I. D. Bystryakova, N. M. Smirnova, and T. S. Safonova. Khim. Geterotsikl. Soedin., No. 5, 662 (1990).

    Google Scholar 

  11. T. Ya. Mokhaeva, O. L. Samsonova, and V. L. Sovel'ev. Khim. Geterotsikl. Soedin., No. 9, 1287 (1988).

    Google Scholar 

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Authors and Affiliations

  1. Novokuznetsk Chemicopharmaceutical Research Institute, 654034, Novokuznetsk

    O. A. Burova, N. M. Smirnova & T. S. Safonova

Authors
  1. O. A. Burova
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  2. N. M. Smirnova
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  3. T. S. Safonova
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Additional information

For Communication 5, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1230–1233, September, 1992.

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Burova, O.A., Smirnova, N.M. & Safonova, T.S. Pyrido[2,3-d]pyrimidines Reactions of hydroxypyrido[2,3-d]pyrimidines with thionyl chloride in the presence of DMF. Chem Heterocycl Compd 28, 1042–1045 (1992). https://doi.org/10.1007/BF00531483

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  • DOI: https://doi.org/10.1007/BF00531483

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