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Chemistry of Heterocyclic Compounds

, Volume 28, Issue 12, pp 1425–1431 | Cite as

Structure and reactivity of 2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one

  • L. D. Smirnov
  • S. V. Nikitin
  • A. I. Chernyshev
  • A. A. Sorokin
  • V. P. Lezina
  • V. G. Zabrodnyaya
  • M. M. Kaganskii
Article

Abstract

It has been shown that the alkylation of 2-methyl-9-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one takes place at the oxygen atom, but electrophilic substitution takes place mainly at position 8 of the molecule (the ortho position relative to the hydroxy group).

Keywords

Oxygen Organic Chemistry Oxygen Atom Alkylation Hydroxy Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    H. L. Yale and I. Sheehan, Heterocycl. Chem., 10, 143 (1973).Google Scholar
  2. 2.
    I. Hermecz and Z. Meszros, Med. Res. Rev., 8, 203 (1988).Google Scholar
  3. 3.
    S. N. Khitrik, Zh. Org. Khim., 9, 1109 (1939).Google Scholar
  4. 4.
    L. V. Gol'tsova, V. P. Lezina, V. I. Kuz'min, and L. D. Smirnov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7, 1660 (1984).Google Scholar
  5. 5.
    L. D. Smirnov, V. P. Lezina, B. E. Zaitsev, R. E. Lokhov, and K. M. Dyumaev, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7, 1567 (1969).Google Scholar
  6. 6.
    N. A. Andronova and L. D. Smirnov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 502 (1972).Google Scholar
  7. 7.
    G. M. Kosolapoff, J. Am. Chem. Soc., 75, 3596 (1953).Google Scholar
  8. 8.
    Yu. V. Kuznetsov, L. G. Stolyarova, V. P. Lezina, and L. D. Smirnov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 662 (1990).Google Scholar
  9. 9.
    P. D. Tantsyrev, M. I. Povolotskaya, and V. A. Saraev, Khim. Fiz., No. 6, 804 (1983).Google Scholar
  10. 10.
    D. Melzler and E. Snell, J. Am. Chem. Soc. 77, 2431 (1955).Google Scholar

Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • L. D. Smirnov
    • 1
    • 2
  • S. V. Nikitin
    • 1
    • 2
  • A. I. Chernyshev
    • 1
    • 2
  • A. A. Sorokin
    • 1
    • 2
  • V. P. Lezina
    • 1
    • 2
  • V. G. Zabrodnyaya
    • 1
    • 2
  • M. M. Kaganskii
    • 1
    • 2
  1. 1.All-Union Scientific Center for Safety in Dealing with Biologically Active CompoundsKupavna, Moscow Oblast
  2. 2.Scientific-Research Institute of PharmacologyRussian Academy of Medical SciencesUSSR

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