Abstract
Fluorinated 3-oxo esters react with aldehydes and 3-amino-1,2,4-triazoles and 5-aminotetrazoles to give, respectively, 7-alkyl(aryl)-6-alkoxycarbonyl-5-fluoroalkyl-1,2,4-triazolo[1,5-a]pyrimidines and -tetra-zolo[1,5-a]pyrimidines. The same heterocyclic products can be obtained by reaction of 2-benzylidene-2-fluoroacyl esters with the corresponding aminoazoles.
Similar content being viewed by others
REFERENCES
Mashkovskiii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2002, vol. 1, p. 413.
Kappe, C.O., Tetrahedron, 1993, vol. 49, p. 6937.
Etwal, K.S., Rovnyak, G.C., O'Reilly, B.C., Gougou-tas, J.Z., and Malley, M.F., Heterocycles, 1987, vol. 26, p. 1189.
Kappe, C.O., Falsone, S.F., Fabian, W.M.F., and Belay, F., Heterocycles, 1999, vol. 51, p. 77.
Saloutin, V.I., Burgart, Ya.V., Kuzueva, O.G., Kap-pe, C.O., and Chupakhin, O.N., J. Fluorine Chem., 2000, vol. 103, p. 17.
JPN Patent no. 61-227 584; Chem. Abstr., 1987, vol. 106, no. 176 416 m.
EU Patent no. 328 700; Chem. Abstr., 1990, vol. 113, no. 29 258 c.
US Patent no. 918 074; Chem. Abstr., 1991, vol. 114, no. 81 873 j.
Fedorova, O.V., Zhidovinova, M.S., Rusinov, G.L., and Ovchinnikova, I.G., Izv. Ross. Akad. Nauk, Ser. Khim., 2003, p. 1677.
Chupakhin, O.N., Ulomskii, E.N., Deev, S.L., Voro-nin, V.V., Kodess, M.I., and Rusinov, V.L., Dostizheniya v organicheskom sinteze. Sbornik statei (Advances in Organic Synthesis. A collection of Papers), Yekaterin-burg: Ural. Otd. Ross. Akad. Nauk, 2003, p. 227.
Potapov, V.M., Stereokhimiya (Stereochemistry), Mos-cow: Khimiya, 1988, p. 211.
Ionin, B.I., Ershov, B.A., and Kol'tsov, A.I., YaMR-spektroskopiya v organicheskoi khimii (NMR Spectros-copy in Organic Chemistry), Leningrad: Khimiya, 1983, p. 154.
Pryadeina, M.V., Kuzueva, O.G., Burgart, Ya.V., Saloutin, V.I., Lyssenko, K.A., and Antipin, M.Yu., J. Fluorine Chem., 2002, vol. 117, p. 1.
Pryadeina, M.V., Kuzueva, O.G., Burgart, Ya.V., and Saloutin, V.I., Russ. J. Org. Chem., 2002, vol. 38, p. 224.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Pryadeina, M.V., Burgart, Y.V., Saloutin, V.I. et al. Synthesis of 7-Alkyl(aryl)-6-alkoxycarbonyl-5-fluoroalkyl-1,2,4-tri(tetr)azolo[1,5-a]pyrimidines. Russian Journal of Organic Chemistry 40, 902–907 (2004). https://doi.org/10.1023/B:RUJO.0000044558.47152.65
Issue Date:
DOI: https://doi.org/10.1023/B:RUJO.0000044558.47152.65