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Russian Chemical Bulletin

, Volume 58, Issue 6, pp 1259–1263 | Cite as

Synthesis of pyrimidine derivatives based on ethyl 2-ethoxymethylidene-3-polyfluoroalkyl-3-oxopropionates and urea

  • M. V. Goryaeva
  • Ya. V. Burgart
  • V. I. Saloutin
Full Articles

Abstract

Ethyl 2-ethoxymethylidene-3-polyfluoroalkyl-3-oxopropionates under mild conditions undergo regioselective condensation with urea at the ethoxymethylidene substituent giving rise to ethyl 3-polyfluoroalkyl-3-oxo-2-(ureidomethylidene)propionates. Under more drastic conditions, the latter cyclize at the fluoroacyl fragment to form ethyl 4-polyfluoroalkyl-4-hydroxy-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates.

Key words

ethyl 2-ethoxymethylidene-3-polyfluoroalkyl-3-oxopropionates urea pyrimidines cyclization isomerism 

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Copyright information

© Springer Science+Business Media, Inc.  2009

Authors and Affiliations

  • M. V. Goryaeva
    • 1
  • Ya. V. Burgart
    • 1
  • V. I. Saloutin
    • 1
  1. 1.I. Ya. Postovskii Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesEkaterinburgRussian Federation

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