3,4-dehydro-14,15-dihydro-eburnamenine compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 455/02 (2006.01) C07D 461/00 (2006.01)

Patent

CA 1066705

ABSTRACT OF THE DISCLOSURE The invention relates to new eburnamenine derivatives of the general formula (I), Image (I) wherein R1 stands for an alkyl group containing 1 to 6 carbon atoms, R2 stands for an alkoxy carbonyl group containing 1 to 6 carbon atoms in the alkyl moiety or a cyano group, and X- is an anion derived from an acid, and the corresponding free bases. These compounds are valuable intermediates of the preparation of eburnanenine derivatives with advantageous therapeutical effects. The above compounds are prepared as follows: a compound of the general formula (II), (II) Image wherein R1 has the same meanings as defined above, is reacted with a compound of the general formula (III), Image (III) wherein R2 has the same meanings as defined above and Y is halogen, and, if desired, a thus-obtained compound of the general formula (I), wherein R1 and R2 each have the same meanings as defined above and X- is a halide ion, is reacted with an acid, and/or, if desired, a compound of the general formula (I), wherein R1 and X- each have the same meanings as defined above and R2 is cyano or an ester group, is subjected to hydrolysis, and/or, if desired, a compound of the general formula (I), wherein R1, R2 and X- each have the same meanings as defined above, is treated with a base. - 2 -

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