Skip to main content
Log in

Aminoazoles in Heterocycles Synthesis: II. Trifluoromethyl-containing Diketones in the Synthesis of Pyrazolo[1,5-a]pyrimidines

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

A regioselective synthesis was carried out of 7-trifluoromethylpyrazolo[1,5-a]pyrimidines by reaction of 3(5)aminopyrazoles with 1,3-diketones containing CF3 group. The characteristic chemical shifts were established for C5 and C7 atoms of the pyrimidine ring and of substituents thereof in the 1H, 13C, and 19F NMR spectra of pyrazolo[1,5-a]pyrimidines.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  1. Petrov, A.A., Emelina, E.E., and Firsov, A.V., Zh. Org. Khim., 2000, vol. 36, no. 7, pp. 1058-1063.

    Google Scholar 

  2. Filler, R., Organofluorine Chemicals and Their Industrial Applications, Banks, R.E., Ed., Horwood: Chichester, 1979, pp. 123-153.

    Google Scholar 

  3. Elnagdi, M.H., Elmoghayar, M.R.H., and Elgemeie, G.E.H., Adv. Heterocycl. Chem., Katritzky, A.R., Ed., New York: Academic Press, 1987, vol. 41, pp. 319-376.

    Google Scholar 

  4. Elnagdi, M.H., Abdel-Galid, F.M., and Riad, B.Y., Heterocycles, 1983, vol. 20, no. 12, pp. 2437-2470.

    Google Scholar 

  5. Novinson, T., Miller, J.P., Scholten, M.B., Robins, R.K., Simon, L.N., O'Brien, D.E., and Meyer, R.B., Jr., J. Med. Chem., 1975, vol. 18, no. 5, pp. 460-464.

    Google Scholar 

  6. Maquestiau, A., Target, H., and vanden Eyden, J.-J., Bull. Soc. Chim. Belg., 1992, vol. 101, no. 2, pp. 131-136.

    Google Scholar 

  7. Quiroga, J., Insuasty, B., Rincon, R., Larrahondo, M., Hanold, N., and Meier, H., J. Heterocyclic Chem., 1994, vol. 31, no. 6, pp. 1333-1335.

    Google Scholar 

  8. Balicki, R., Pol. J. Chem., 1981, vol. 55, no. 10, pp. 1995-2005.

    Google Scholar 

  9. Joshi, K.C. and Dubey, K., J. pr. Chem., 1979, vol. 321, no. 2, pp. 341-344.

    Google Scholar 

  10. Chimichi, S., Cosimelli, B., Bruni, F., and Selleri, S., Canad. J. Chem., 1992, vol. 70, no. 4, pp. 1093-1097.

    Google Scholar 

  11. German Patent 145750, 1981. Chem. Abstr., 1981, vol. 95, 80952m.

  12. Grandberg, I.I., Din Vei-Py, and Kost, A.N., Zh. Org. Khim, 1961, vol. 31, no. 7, pp. 2311-2315.

    Google Scholar 

  13. Auzzi, G., Checchi, S., Costanzo, A., Pecori Vettori, L., Bruni, F., Pirisino, R., and Ciottoly, G.B., Farmaco Ed. Sci., 1979, vol. 34, no. 6, pp. 478-485.

    Google Scholar 

  14. Henne, A.L., Newman, M.S., Quill, L.L., and Stamiforh, R.A., J. Am. Chem. Soc., 1947, vol. 69, p. 1819.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Emelina, E.E., Petrov, A.A. & Firsov, A.V. Aminoazoles in Heterocycles Synthesis: II. Trifluoromethyl-containing Diketones in the Synthesis of Pyrazolo[1,5-a]pyrimidines. Russian Journal of Organic Chemistry 37, 852–858 (2001). https://doi.org/10.1023/A:1012417816375

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1012417816375

Keywords

Navigation