Process for the preparation of halovincamone derivatives

Details Process for the preparation of halovincamone derivatives Process for the preparation of halovincamone derivatives

1980-08-05

1982-10-26

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424251, C07D46100, A61K 31435

Patent

active

043563058

ABSTRACT:
The invention relates to new halovincamone derivatives of the general formula (I), ##STR1## wherein R is a C.sub.1-6 alkyl group and X is halogen, and pharmaceutically acceptable acid addition salts and optically active isomers thereof. These compounds possess valuable vasodilating effect, and can be applied to advantage in the therapy.
The new compounds defined above are prepared according to the invention so that a single epimer or an epimeric mixture of a racemic or optically active halogenated 14-oxo-15-hydroxy-E-homoeburnane derivative of the general formula (II), ##STR2## wherein R and X are as defined above, or an acid addition salt thereof is treated with an oxidizing agent, and, if desired, the resulting compound of the general formula (I) is converted into its pharmaceutically acceptable acid addition salt and/or resolved.

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patent: 4285949 (1981-08-01), Hannart
patent: 4285950 (1981-08-01), Szantay et al.
Szantay et al., Chemical Abstracts, vol. 88, 51061v, (1978).
Gibson et al., Chemical Abstracts, vol. 71, 81593m, (1969).
Lewin et al., Heterocycles, vol. 14, No. 12, pp. 1915-1920, (12/80).

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