Chemistry of Heterocyclic Compounds

, Volume 54, Issue 11, pp 1079–1082 | Cite as

Synthesis of 5-(5-amino-1H-pyrazol-1-yl)-1,2,3-thiadiazole-4-carboxylic acid ethyl esters and their cyclization into pyrazolo[1,5-a][1,2,3]thiadiazolo[4,5-e]pyrimidin-4(5H)-ones

  • Olga А. Vysokova
  • Tatiana A. Kalinina
  • Pavel А. Slepukhin
  • Tatiana А. Pospelova
  • Konstantin L. Obydennov
  • Tatiana V. Glukhareva

A method for the synthesis of novel 1H-pyrazol-1-yl-1,2,3-thiadiazole derivatives has been proposed and their intramolecular cyclization to pyrazolo[1,5-a][1,2,3]thiadiazolo[4,5-e]pyrimidin-4(5H)-ones, previously unknown fused tricyclic heterocycles, has been studied.


pyrazoles pyrazolo[1,5-a] pyrimidines pyrimidin-4(3H)-ones 1,2,3-thiadiazoles fused heterocycles tricyclic heterocycles condensation X-ray structural analysis 


This work was supported by the Russian Science Foundation (grant 16-16-04022). 1H and 13С NMR spectra were registered in the

Laboratory of Complex Studies and Expert Evaluation of Organic Materials at the Center for Collective Use of the Ural Federal University.

Supplementary material

10593_2018_2396_MOESM1_ESM.pdf (1.1 mb)
ESM 1 (PDF 1132 kb)


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Olga А. Vysokova
    • 1
  • Tatiana A. Kalinina
    • 1
  • Pavel А. Slepukhin
    • 2
  • Tatiana А. Pospelova
    • 1
  • Konstantin L. Obydennov
    • 1
  • Tatiana V. Glukhareva
    • 1
    • 2
  1. 1.Ural Federal University named after the first President of Russia B. N. YeltsinYekaterinburgRussia
  2. 2.I. Ya. Postovskii Institute of Organic SynthesisUral Branch of the Russian Academy of ScienceYekaterinburgRussia

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