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Purifying method of (S)-4-hydroxyl-2oxo-1-pyrrolidine acetamide

A technology of pyrrolidine acetamide and a purification method, which is applied in the direction of organic chemistry, etc., can solve the problems that there is no crystallization and purification process of levoxiracetam, and achieve the effects of low preparation cost, mild reaction conditions, and simple preparation process

Inactive Publication Date: 2012-05-09
CHONGQING RUNZE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no report on the crystallization and purification process of levoxiracetam

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] A purification method of (S)-oxiracetam:

[0016] Put 100 mg of (S)-oxiracetam with a purity of 99.3% in a conical flask and add absolute ethanol to dissolve to saturation at 25°C, and place the saturated solution in anhydrous ether containing 8 times the volume of the saturated solution In a sealed bottle, stand at 23-25°C for 5 days, filter and dry the precipitated crystals to obtain 80 mg of colorless and transparent granular (S)-oxiracetam crystals, with a yield of 80% and a purity of 99.7%.

Embodiment 2

[0018] A purification method of (S)-oxiracetam:

[0019] Put 100 mg of (S)-oxiracetam with a purity of 99.0% in a conical flask and add n-butanol to dissolve to saturation at 20-25°C, and place the solution in n-hexane containing 10 times the volume of the saturated solution In a sealed bottle, let stand at 22-27°C for 7 days, filter and dry the precipitated crystals to obtain 85 mg of colorless and transparent granular (S)-oxiracetam crystals, with a yield of 85% and a purity of 99.6%.

Embodiment 3

[0021] A purification method of (S)-oxiracetam:

[0022] Dissolve (S)-oxiracetam with a purity of 99.2% in anhydrous methanol, stir at room temperature to form a saturated solution, and use 5 times the volume of anhydrous ether of the saturated solution to diffuse at room temperature for 6 The precipitated crystals were filtered and dried to obtain (S)-oxiracetam crystals with a purity of 99.5%.

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Abstract

The invention discloses a purifying method of (S)-4-hydroxyl-2oxo-1-pyrrolidine acetamide. The method comprises the following steps of: dissolving (S)-4-hydroxyl-2oxo-1-pyrrolidine acetamide into an optimum solvent; preparing into a saturated solution at the room temperature; and diffusing with a poor solvent in the enclosed environment. (S)-oxiracetam prepared with the purifying method of (S)-oxiracetam has a small quantity of impurities and high purity which can be more than or equal to 99.5 percent; the method has the advantages of simple preparation process, mild reaction condition, easiness for controlling and low preparation cost simultaneously; and meanwhile, a stable (S)-oxiracetam crystal can be obtained with the method disclosed by the invention.

Description

technical field [0001] The invention relates to a crystallization purification method, in particular to a crystallization purification method of (S)-4-hydroxy-2-oxo-1-pyrrolidineacetamide. Background technique [0002] Olaxiracetam is a nootropic drug synthesized for the first time in 1974 by the Italian Skelebechem Company, and the drug was launched in Italy in 1987. (S)-oxiracetam is a single enantiomer of oxiracetam, the chemical name is (S)-4-hydroxy-2-oxo-1-pyrrolidineacetamide, referred to as levo-oxiracetam ( Below with (S)-oxiracetam expression), its chemical structure is as shown in the following formula: Oxiracetam can promote the synthesis of phosphorylcholine and phosphorylethanolamine, promote brain metabolism, stimulate the specific central nervous system through the blood-brain barrier, increase the ratio of ATP / ADP in the brain, and make the protein and nucleic acid in the brain more stable. Increased synthesis can improve the memory and learning functions...

Claims

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Application Information

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IPC IPC(8): C07D207/273
Inventor 叶雷陈宇瑛鲁统部荣祖元郑赛利陈嘉媚
Owner CHONGQING RUNZE PHARM CO LTD
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