Process for the synthesis of (±)...

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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C564S196000, C564S394000, C562S010000

Reexamination Certificate

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07094928

ABSTRACT:
This invention relates to an improved process for synthesizing (±)-2-Amino-N-[2-(2,5-dimethoxyphenyl]-2-hydroxyethyl acetamide monohydrochloride in good yield and in a cost effective manner from 1-(2,5-dimethoxyphenyl)-2-bromoethanone by reacting the same with hexamine in the presence of novel solvent system comprising Tetrahydrofuran and water. The resulting aminoethanone is acylated with haloacetylchloride and sodium acetate in acetone-water solvent system. This product is reduced selectively first with sodium borohydride and subsequently with stannous chloride. This product is converted in situ to the corresponding hydrochloride salt immediately after reduction on its own.

REFERENCES:
patent: 6201153 (2001-03-01), Ray et al.
patent: 25 23 735 (1976-02-01), None
patent: 25 06 110 (1976-08-01), None
Meng et al, Zhongguo Yiyao Gongye Zazhi, 2002, 33(5), 213-215.(English abstract also attached, pp. 13-15).

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