Method for the preparation of 3-hydroxy-5-[2-(dimethylamino)ethy

Details Method for the preparation of 3-hydroxy-5-[2-(dimethylamino)ethy Method for the preparation of 3-hydroxy-5-[2-(dimethylamino)ethy

1995-09-15

1997-09-02

Bond, Robert T.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

A61K 3155, C07D28110, C07D41702

Patent

active

056633327

ABSTRACT:
A method for the preparation of 3-hydroxy-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-b enzothiazepine-4(5H)-one and use of the product prepared by this method for making pharmaceutical compositions and pharmaceutically active compounds is disclosed starting with N-alkylation of 3-hydroxy-2,3-dihydro-4-(methoxyphenyl)-1,5-benzothiazepin-4(5H)-one with a (dimethylamino)ethyl halide wherein the N-alkylation reaction is carried out in a reaction mixture comprising 2-butanone and water. The product of this reaction and its salts have utility as pharmaceutically active compounds and as intermediates for making pharmaceutically active compounds. The disclosed method and use is simpler, more efficient and safer than prior known methods and produces a product of superior purity.

REFERENCES:
patent: 3562257 (1971-02-01), Kugita et al.
Chemical Abstracts, vol. 115, No. 11, Sep. 16, 1991, p. 909, Abstract No. 114560f, "Preparation of high-Purity diltiazem from cis-=(+)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzo=thiazepin-4(5 H)-one Without Isolation of N-alkylated Intermediate", Inventors: Jiri Hrbata et al.

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