Skip to main content
Log in

Synthesis of new 2-substituted 6,7-dimethoxy-1-(methylcarbamoyl)-4-spirocyclopentane-1,2,3,4-tetrahydroisoquinolines

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

Abstract

New 2-(heterylmethyl) derivatives were synthesized from 6,7-dimethoxy-4-spirocyclopentane-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid N-methylamide and heterylmethyl chlorides. The reactions of 2-chloroacetyl-substituted tetrahydroisoquinoline with versatile secondary amines and heterylthiols afforded the corresponding 2-aminoacetyl and 2-(heterylsulfanylacetyl) derivatives of tetrahydroisoquinoline series.

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. Syropyatov, B.Ya., Shklyaev, Yu.V., Glushkov, V.A., Ismailov, N.G., Arapov, K.A., and Minova, O.N., Khim. Farm. Zh., 2006, 40, no. 7, p. 18; Gitto, R., Ficarra, R., Stancanelli, R., Guardo, M., De Luca, L., Barreca, M.L., Pagano, B., Rotondo, A., Bruno, G., Russo, E., De Sarro, G., and Chimirri, A., Bioorg. Med. Chem., 2007, vol. 15, p. 5417; Ivanov, I., Nikolova, S., Aladjov, D., Stefanova, I., and Zagorchev, P., Molecules, 2011, vol. 16, p. 7019; Khalturina, V.V, Shklyaev, Yu.V., Makhmudov, R.R., and Maslivets, A.N., Khim. Farm. Zh., 2010, vol. 44, no. 9, p. 14; Gitto, R., De Luca, L., Ferro, S., Agnello, S., Russo, E., De, Sarro, G., and Chimirri, A., Chem. Pharm. Bull., 2010, vol. 58, p. 1602; Zubkov, F.I., Ershova, J.D., Zaytzev, V.P., Obushuk, M.D., Sokolova, E.A., Khrustalev, V.N., and Varlamov, A.V., Tetrahedron Lett., 2010, vol. 51, p. 6822; Mikhailovskii, A.G., Surikova, O.V., Limanskii, E.S., and Vakhrin, M.I., Khim. Polim. Soedin., 2012, no. 2, p. 254; Chen, P.-Y., Chen, H.-M., Chiang, M.Y., Wang, Y.-F., Li, S.-R., Wang, T.-P., and Wang, E.-C., Tetrahedron, 2012, vol. 68, p. 3030; Horling, A., Muller, C., Barthel, R., Bracher, F., and Imming, P., J. Med. Chem., 2012, vol. 55, p. 7614.

    Google Scholar 

  2. Agekyan, A.A., Arakelyan, E.A., Panosyan, G.A., Khachatryan, A.G., and Markaryan, E.A., Khim. Geterotsikl. Soedin., 2009, p. 1338.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. A. Aghekyan.

Additional information

Original English Text © A.A. Aghekyan, G.G. Mkryan, E.A. Markaryan, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 11, pp. 1651–1654.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Aghekyan, A.A., Mkryan, G.G. & Markaryan, E.A. Synthesis of new 2-substituted 6,7-dimethoxy-1-(methylcarbamoyl)-4-spirocyclopentane-1,2,3,4-tetrahydroisoquinolines. Russ J Org Chem 49, 1632–1636 (2013). https://doi.org/10.1134/S1070428013110122

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428013110122

Keywords

Navigation