Process for the preparation of 3-aryl-3-aminoalkyl-2,6-dioxohexa

Details Process for the preparation of 3-aryl-3-aminoalkyl-2,6-dioxohexa Process for the preparation of 3-aryl-3-aminoalkyl-2,6-dioxohexa

1990-02-27

1992-04-14

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21140

Patent

active

051049902

ABSTRACT:
Disclosed is a process for the preparation of 3-aryl-3-aminoalkyl-2,6-dioxohexahydropridines and particularly the compounds 3-[3-(dimethylamino)propyl]-3-(3-methoxyphenyl)-4, 4-dimethyl-2,6-piperidinedione, monohydrochloride, which is useful as an antidepressant.
the process of the present invention comprises the condensation of a sterically hindered nitrile with a sterically hindered .alpha., .beta.-unsaturated diester to produce a nitrile diester. These compounds can then undergo acid catalyzed cyclization and decarboalkoxylation in a one step process to provide the desired 3-aryl-3-aminoalkyl-2,6-dioxohexahydropyridine.

REFERENCES:
patent: 2664424 (1953-12-01), Hoffmann et al.
patent: 3963729 (1976-06-01), Gittos et al.
patent: 4461771 (1984-07-01), Gittos et al.
patent: 4738973 (1988-04-01), Gittos et al.

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