Process and intermediate for certain bis-aza-bicyclic anxiolytic

Details Process and intermediate for certain bis-aza-bicyclic anxiolytic Process and intermediate for certain bis-aza-bicyclic anxiolytic

1993-10-13

1995-10-03

Berch, Mark L.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

546272, C07D47104, C07D22700

Patent

active

054553504

ABSTRACT:
(C.sub.1 -C.sub.3)Alkyl-4,6,7,8,9,9a-hexahydro-2H,3H-pyrido[1,2-a]pyrazin-1-one-7-c arboxylate esters, important precursors to certain bis-aza-bicyclic anxiolytics, can be prepared from di(C.sub.1 -C.sub.3)alkyl cis-piperidine-2,5-dicarboxylate starting material by a new process via a new class of intermediates, di(C.sub.1 -C.sub.3)alkyl cis-N-(2-(phthalimido)ethyl)piperidine-2,5-dicarboxylates. In the process, the starting material is reacted with either 2-(phthalimido)ethyl triflate or 2-(phthalimido)acetaldehyde to form the new intermediate, which can then be cyclized to the aforementioned precursor.

REFERENCES:
patent: 3388128 (1968-06-01), Day
J. March, Advanced Organic Chemistry, 4th Ed., p. 426 (1992).
Wolfe et al., Canadian Journal of Chemistry, 48 (19), 3572-3579 (1970).

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