Process for the preparation of 11-bromo-vincaminic acid ester derivatives and their use in protecting animals against cerebral hypoxy
US4283401A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 11, 1979 |
| Grant date | Aug 11, 1981 |
| Priority date | — |
| Expiry date | Jul 11, 1999 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D461/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A novel process for preparing 11-bromo-vincaminic acid esters of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each stand independently from each other for a C.sub.1-6 alkyl group, comprising the steps of treating a 1-alkyl-1-alkoxycarbonylethyl-octahydroindolo-quinolisine of the general formula ##STR2## wherein R.sup.2 is as defined above and R.sup.3 stands for a C.sub.1-6 alkyl group, with a brominating agent and treating the resulting isomeric mixture of the bromo-derivatives with an alkaline agent or treating the corresponding 14-oxo-E-homo-eburnane being unsubstituted in ring A with a brominating agent and nitrosating the resulting 11-bromo-14-oxo-E-homo-eburnane of the general formula ##STR3## wherein R.sup.2 is as defined above, then subjecting the resulting 11-bromo-14-oxo-15-hydroxyimino-E-homoeburnanes to deoxyimination and treating the 14,15-dioxo-derivatives obtained with a base in an alcohol of the general formula R.sup.1 OH, wherein R.sup.1 is as defined above. All the intermediate products are novel and exhibit a therapeutical protecting effect against cerebral hypoxy.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.