Preparation of mibefradil via an acetamide anion

Details Preparation of mibefradil via an acetamide anion Preparation of mibefradil via an acetamide anion

1998-06-26

1999-04-06

Stockton, Laura L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D23514

Patent

active

058920552

ABSTRACT:
A method of preparing pyl-1,2,3,4-tetrahydronaphthalen-2-yl methoxyacetate comprises contacting 6-fluoro-1-isopropyl-3,4-dihydro-1H-naphthalen-2-one with the dianion of propyl!-2-(6-fluoro-2-hydroxy-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-y l)-N-methylacetamide, reducing this to pyl-1,2,3,4-tetrahydronaphthalen-2-ol, and treating the ropyl-1, 2,3,4-tetrahydronaphthalen-2-ol with methoxyacetic acid or an activated derivative of methoxyacetic acid. The invention is particularly applicable to the preparation of mibefradil, 1-isopropyl-1, 2,3,4-tetrahydronaphthalen-2-yl methoxyacetate, and its dihydrochloride salt. solvate of pyl-1, 2,3,4-tetrahydronaphthalen-2-ol dioxalate, are new.

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