Skip to main content
Log in

Isoquinoline derivatives

II. Synthesis and pharmacological study of some 7-alkoxy-1-(3′, 4′-dimethoxybenzyl)-4-spirocyclopentane-1, 2, 3, 4-tetrahydroisoquinolines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The condensation of 1-(p-alkoxyphenyl)-1-aminomethylcyclopentanes with dimethoxyphenylacetic acid has given the corresponding amides (III) which were isolated in the form of two isomers. The Bischler-Napieralski cyclization of the amides XIII converted them into 7-alkoxy-1-(3′, 4′-dimethoxybenzyl)-4-spirocyclopentane-3,4-dihydroisoquinolines (V), and reduction with the aid of lithium aluminum hydride into the amines IV. The reduction of the dihydroisoquinolines V gave the tetrahydro derivatives VI.

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. A. L. Mndzhoyan, E. A. Markaryan, T. M. Martirosyan, and S. S. Vasilyan, KhGS [Chemistry of Heterocyclic Compounds],5, 529, 1969.

    Google Scholar 

  2. E. R. Shepard and J. F. Noth, J. Am. Chem. Soc.,72, 4364, 1950.

    Google Scholar 

  3. E. R. Shepard, H. D. Porter, J. F. Noth, and C. K. Simans, J. Org. Chem.,17, 568, 1952.

    Google Scholar 

  4. S. I. Sergievskaya, K. V. Levshina, A. I. Gavrilova, and A. K. Chizhov, ZhOKh,28, 1845, 1958.

    Google Scholar 

  5. A. L. Mndzhoyan and M. G. Tsinker, Arm. khim. zh., 20, 1967.

  6. M. Protiva, Z. Vejdelek, and M. Rajsher, Coll.,28, 629, 1963.

    Google Scholar 

  7. A. L. Mndzhoyan, E. A. Markaryan, N. E. Akopyan, and L. P. Solomina, Izv. AN ArmSSR, KhN,18, 397, 1965.

    Google Scholar 

  8. L. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL, Moscow, p. 243, 1957.

  9. V. N. Nikitin and N. A. Sharapova, ZhSKh,7, 538, 1966.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

For part I, see [1].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mndzhoyan, A.L., Markaryan, É.A., Solomina, L.P. et al. Isoquinoline derivatives. Chem Heterocycl Compd 5, 612–614 (1969). https://doi.org/10.1007/BF00957371

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00957371

Keywords

Navigation