American Home Products Corporation

Ayerst, Mckenna & Harrison, Inc.

Karel Pelz

Chia-Cheng Shaw

Leslie G Humber

Francois T Bruderlein

Process for the production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acids having useful analgesic and anti-inflammatory activity.

Production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic

Production of substituted 1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic

An efficient, commercially feasible process for the resolution of the organic bases, (.+-.)-(4a,13b-trans)-(3-hydroxy,13b-trans)-3-isopropyl-2,3,4,4a,8,9,13b,1 4-octahydro-1H-benzo[6,7]cyclohepta[1,2,-3-de)pyrido[2,1-a]isoquinolin-3-ol and (.+-.)-(4a,13b-trans)-(3-hydroxy,13b-trans)-3-tert-butyl-2,3,4,4a,8,9,13b, 14-octahydro-1H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinolin-3-ol , known neuroleptic agents, is disclosed. The process comprises resolving the racemic organic bases with L-(+)-tartaric acid to obtain directly the pure L-(+) tartrate of the (+)-enantiomer and converting the latter salt to the corresponding (+)-enantiomer free base.

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St. Laurent, Canada

Karel Pelz