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Amisulpride impurity and preparation method thereof

A technology for amisulpride and impurities, which is applied in the field of amisulpride impurities and its preparation, can solve the problems that the synthesis method has no literature reports, etc., and achieve the effects of simple operation, short reaction route and mild reaction conditions

Active Publication Date: 2020-06-12
NANJING HEALTHNICE MEDICAL TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Compound II is a new compound structure, and its synthesis method has not been reported in the literature

Method used

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  • Amisulpride impurity and preparation method thereof
  • Amisulpride impurity and preparation method thereof
  • Amisulpride impurity and preparation method thereof

Examples

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Embodiment 1

[0035] Add 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid (Compound I) (8.0g, 30.84mmol) and N,N-dimethylformamide (30ml) into a 50mL three-necked flask , stirring to dissolve, adding 4-dimethylaminopyridine (1.88g, 15.4mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.96g, 15.4mmol) successively , heated to 25-40°C, stirred for 12h, added water (300ml), stirred for 1h, solid precipitated, filtered to obtain a light yellow solid. The light yellow solid was stirred and dissolved with ethyl acetate (300ml), washed with water (100ml×2), washed with 1mol / L hydrochloric acid (100ml), washed with saturated aqueous sodium bicarbonate (100ml), washed with saturated brine (100ml) Wash, dry over anhydrous sodium sulfate, filter, concentrate under reduced pressure at 40°C to obtain 10 g of crude product, add ethyl acetate (100ml) to the crude product, heat up to 60-70°C and stir for 2-3 hours, then cool down to 5-10°C and stir for 2-3 hours , a large amount of solid...

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Abstract

The invention belongs to the technical field of medicinal chemistry, in particular to an amisulpride impurity and a preparation method thereof. The preparation method comprises the following steps: inthe co-existence of a condensing agent and an activating agent, a compound I is subjected to a self-condensation reaction at the temperature of 10-70 DEG C, and a compound crude product shown as a formula (II) is prepared, wherein the molar ratio of the compound I to the condensing agent is 1: (0.4-0.7), the molar ratio of the compound I to the activating agent is 1: (0.4-0.7), and the specific is shown as follows.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to an amisulpride impurity and a preparation method thereof. Background technique [0002] Amisulpride, chemical name 4-amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide (Compound III), is a new type of atypical antipsychotic drug developed by Sanofi-Synthelabo (Sanofi-Synthelabo), a benzamide derivative that has been widely used clinically in Europe and the world . It was approved for marketing in Portugal for the first time in 1956, and it was launched in China in 2011 under the product name Solian. Its main mechanism of action is selective antagonism of dopamine D 2 receptor and D 3 It plays a role through receptors and is clinically used to treat chronic and acutely progressive schizophrenia. Compound II is a new impurity in the synthesis process of amisulpride, which was discovered during the in-depth study of the synthes...

Claims

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Application Information

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IPC IPC(8): C07C317/50C07C315/04C07C315/06G01N1/28
CPCC07C315/04C07C315/06C07C317/50G01N1/28G01N2001/2893
Inventor 张广邹巧根明先骏王华娟
Owner NANJING HEALTHNICE MEDICAL TECH
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