Abstract
A number of new pyrazole and pyrimidine derivatives containing an allylmorpholine fragment were obtained by reactions of chromone-containing allylmorpholines with 1,2- and 1,3-binucleophiles (hydrazine, guanidine, acetamidine). The syntheses were carried out under mild conditions (ethanol, room temperature), and the target products were isolated with high yields. The obtained compounds are of interest as potential cholinesterase inhibitors.
Similar content being viewed by others
REFERENCES
Gaspar, A., Matos, M.J., Garrido, J., Uriarte, E., and Borges, F., Chem. Rev., 2014, vol. 114, no. 9, p. 4960. https://doi.org/10.1021/cr400265z
Ruan, J., Zheng, C., Liu, Y., Qu, L., Yu, H., Han, L., Zhang, Y., and Wang, T., Molecules, 2017, vol. 22, p. 1698. https://doi.org/10.3390/molecules22101698
Santos, C.M.M., Silva, V.L.M., and Silva, A.M.S., Molecules, 2017, vol. 22, no. 10, p. 1665. https://doi.org/10.3390/molecules22101665
Chernov, N.M., Shutov, R.V., Potapova, A.E., and Yakovlev, I.P., Synthesis, 2020, vol. 52, no. 1, p. 40. https://doi.org/10.1055/s-0039-1690723
Chernov, N.M., Shutov, R.V., Sharoyko, V.V., Kuz’mich, N.N., Belyakov, A.V., and Yakovlev, I.P., Eur. J. Org. Chem., 2017, vol. 2017, p. 2836. https://doi.org/10.1002/ejoc.201700310
Bornadiego, A., Díaz, J., and Marcos, C.F., J. Org. Chem., 2015, vol. 80, no. 12, p. 6165. https://doi.org/10.1021/acs.joc.5b00658
Chernov, N.M., Shutov, R.V., Barygin, O.I., Dron, M.Y., Starova, G.L., Kuz’mich, N.N., and Yakovlev, I.P., Eur. J. Org. Chem., 2018, vol. 2018, no. 45, p. 6034. https://doi.org/10.1002/ejoc.201801159
Gupta, R.C. and Dekundy, A., Drug Dev. Res., 2017, vol. 68, no. 5, p. 253. https://doi.org/10.1002/ddr.20186
Plaskon, A.S., Grygorenko, O.O., and Ryabukhin, S.V., Tetrahedron, 2012, vol. 68, p. 2743. https://doi.org/10.1016/j.tet.2012.01.077
Filippova, P.V., Chernov, N.M., Shutov, R.V., and Yakovlev, I.P., Russ. J. Gen. Chem., 2019, vol. 89, no. 12, p. 2471. https://doi.org/10.1134/S1070363219120235
Ellman, G.L., Courtney, K.D., Andres, V., and Featherstone, R.M., Biochem. Pharmacol., 1961, vol. 7, p. 88. https://doi.org/10.1016/0006-2952(61)90145-9
Funding
This work was supported of the Council for Grants of the President of the Russian Federation (SP-2019).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
No conflict of interest was declared by the authors.
Rights and permissions
About this article
Cite this article
Chernov, N.M., Ezhov, P.I., Shutov, R.V. et al. Synthesis of 1-[3-(Hetaryl)allyl]morpholines as Potential Anticholinesterase Agents. Russ J Gen Chem 90, 1620–1624 (2020). https://doi.org/10.1134/S1070363220090054
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363220090054