Process for preparing vincamine by semisynthetic method

A preparation process, the technology of vincamine, applied in the field of chemical drug synthesis process, can solve the problems of reducing the ratio of isomer formation, easy loss of activity, easy to burn, etc., to achieve the effect of reducing pressure, reducing cost, and reducing the amount of addition

Inactive Publication Date: 2012-10-17
ZHANGJIAKOU GERUI HIGH TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0020] The purpose of this invention is to provide a kind of preparation technology of semi-synthetic method vincamine, to solve the extremely unstable hydrogenation catalyst of the prior art, be exposed to in the air and burn very easily, lose activity very easily and consumption is big; Hydrogenation reaction pressure High; unsafe preparation of monoperoxymaleic acid; reducing the ratio of isomers; purifying product quality to reach pharmaceutical grade standards

Method used

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  • Process for preparing vincamine by semisynthetic method
  • Process for preparing vincamine by semisynthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 1. Preparation of Tabonin Hydrogenate Hydrochloride:

[0048] In a 100L sealed enamel reaction kettle, add 50Kg of industrial methanol, start stirring, and then add 5Kg (13.42mol) of Tabonin hydrochloride, and add 1Kg of Tabonin hydrochloride quickly (the quality of Tabonin hydrochloride is 20 %) of pure Pd with a mass percentage content of 7% Pd / C (manufactured by Shaanxi Ruike New Material Co., Ltd.), then seal the lid of the kettle, replace it with 99.9% nitrogen three times, and then use hydrogen (purity ≥ 99.5 %) of hydrogen replacement three times, pass hydrogen until the pressure is 0.25Mpa, slowly raise the temperature to 25°C, and stir the reaction at a speed of 100r / min. After reacting for 10 hours, take a sample from the sampling hole and analyze it with a TLC spot plate. The volume of the developer The ratio is ethyl acetate:petroleum ether=2:3, the dosage is 5ml, under the ultraviolet light, observe with a wavelength of 254nm, until there is no raw material...

Embodiment 2

[0061] 1. Preparation of Tabonin Hydrogenate Hydrochloride:

[0062] In a 100L stainless steel reaction kettle, add 50Kg of industrial methanol, start stirring, then add 5Kg (13.42mol) of Tabonin hydrochloride, and quickly add 0.5Kg (10% of the mass of Tabonin hydrochloride) ) of the newly prepared 7% Pd / C, then add 1.5Kg wet weight in Example 1 to collect and seal the recovered Pd / C, seal the lid of the kettle, replace it with high-purity nitrogen three times, and then use hydrogen (purity ≥ 99.5% ) after three times of hydrogen replacement, the pressure of the pressure gauge on the reaction kettle was 0.35 Mpa with hydrogen, and the temperature was slowly raised to 30°C, and the reaction was stirred. After 15 hours of reaction, samples were taken from the sampling hole and analyzed by TLC spot plate. The developing agent was acetic acid Ethyl ester: Petroleum ether = 2:3, under the ultraviolet lamp, observe with a wavelength of 254nm, until there is no raw material it bonin ...

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Abstract

The invention relates to a synthetic process for chemical medicines, in particular to a process for preparing vincamine by a semisynthetic method. At present, the process for preparing the vincamine is divided into a total synthetic method and the semisynthetic method, wherein the semisynthetic method has the problems of unstable and inflammable hydrogenation catalyst, large using amount, high hydrogenation pressure, insecurity in the preparation of monoperoxide maleic acid and the like. The process comprises the following steps of: preparing tabersonine vincadifformine hydrochloride, preparing the monoperoxide maleic acid, performing oxidizing reaction, performing reduction reaction and transposition reaction, precipitating ammonia and purifying products, wherein the low-cost and stable Pd / C hydrogenation catalyst is selected to reduce the pressure of the hydrogenation reaction; tabersonine sulfate is replaced by the tabersonine hydrochloride; the monoperoxide maleic acid is preparedby using low-concentration hydrogen peroxide; the reaction temperature is below 0 DEG C, and security coefficients are improved; the temperature of the oxidizing reaction is reduced, and the generation of isomers is reduced; purification and solvent recrystallization are performed by column chromatography; and the quality of the products reaches the pharmaceutical-grade standard.

Description

technical field [0001] The present invention relates to the synthetic technology of chemical medicine, specifically a kind of preparation technology of semi-synthetic vincamine. Background technique [0002] The English name of vincamine is vincamine, CAS NO 1617-90-9, its chemical name is 14,15-dihydro-14β-hydroxy-(3α,16α)-ebumamenine-14-carboxylic acid methyl ester, and its molecular formula is C 21 h 26 N 2 o 3， The molecular weight is 354.43. White or light yellow crystalline powder, insoluble in water, slightly soluble in alcohols, soluble in chloroform or dichloromethane, melting point is 229°C-231°C, [α] D 25 +39 。 to +43 。 (C=0.0282, pyridine), IR: λcm -1 :1756,1074,747,727; UV has maximum absorption at 220nm and 268nm, and minimum absorption at 243nm. [0003] Vincamine can pass through the blood-brain barrier, maintain and restore the oxidative catabolism of glucose in the brain tissue of the diseased area, restore the production of lactic acid and the rel...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D461/00
Inventor 孙文王毅卢鹏李君杨国辉李世江
Owner ZHANGJIAKOU GERUI HIGH TECH
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