Process for the preparation of diethyl 2-]2-cyano-5-(dimethylami

Details Process for the preparation of diethyl 2-]2-cyano-5-(dimethylami Process for the preparation of diethyl 2-]2-cyano-5-(dimethylami

1992-03-27

1993-06-15

Ivy, C. Warren

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

Organic compounds

Chalcogen in the nitrogen containing substituent

544149, 546189, 546193, 546209, 546210, 546219, 558357, 558406, C07C45500, C07D40100

Patent

active

052200191

ABSTRACT:
Disclosed is a process for the preparation of 3-aryl-3-aminoalkyl-2,6-dioxohexahydropridines and particularly the compound 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: 3963729 (1976-06-01), Gittos et al.
patent: 4198347 (1980-04-01), Panja
patent: 4461771 (1984-07-01), Gittos et al.
patent: 4738973 (1988-04-01), Gittos

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