Preparation method of tirofiban hydrochloride

A technology for tirofiban and hydrochloric acid, which is applied in the field of preparation of tirofiban hydrochloride and N--O-[4-butyl]-L-tyrosine hydrochloride monohydrate, which can solve tedious operations and other problems, to achieve the effect of simple process, mild and controllable reaction, and high product purity

Active Publication Date: 2018-12-14
无锡富泽药业有限公司
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  • Abstract
  • Description
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Problems solved by technology

[0007] The purpose of the present invention is to disclose a preparation method of tirofiban hydrochloride with simple process, stable yield and high produc

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  • Preparation method of tirofiban hydrochloride
  • Preparation method of tirofiban hydrochloride
  • Preparation method of tirofiban hydrochloride

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preparation example Construction

[0034] The present invention shows a kind of preparation method of tirofiban hydrochloride, it comprises the following steps:

[0035] S1. Dissolve N-(n-butylsulfonyl)-O-[4-(4-piperidinyl)butyl]-L-tyrosine represented by compound (I) in dilute hydrochloric acid solution, add activated carbon Thoroughly stir to decolorize, filter;

[0036] S2, the filtrate prepared in step S1 is extracted and washed with ethyl acetate, and the ethyl acetate phase is separated;

[0037] S3, the product solution that step S2 is made is added dropwise in the hydrochloric acid solution and is stirred and crystallized, obtains the tirofiban hydrochloride shown in white solid namely compound (II); The chemical equation of described reaction is as follows:

[0038]

Embodiment 1

[0041] This embodiment shows the first specific implementation of a preparation method of tirofiban hydrochloride, which comprises the following steps:

[0042] Compound (I) N-(n-butylsulfonyl)-O-[4-(4-piperidinyl)butyl]-L-tyrosine (25g, 0.057mol) described in step S1 was added to 375ml , in 0.3mol / L dilute hydrochloric acid solution, raise the temperature to 25°C, and fully stir until it dissolves. Add 2.5g of activated carbon, raise the temperature to 40°C, stir thoroughly for 30min, and filter. The filtrate kept at 40°C was extracted and washed with 250 ml of ethyl acetate for 30 min, and the ethyl acetate phase was separated. After maintaining the temperature of the prepared product solution at 25°C, drop it into 375ml, 2mol / L hydrochloric acid solution, stir and crystallize for 3h, and then filter and dry. 21.68 g of white solid was obtained, the yield was 77.1%, and the HPLC purity was 99.98%.

[0043] In this embodiment, the method for HPLC detection of tirofiban hyd...

Embodiment 2

[0048]Compound (I) N-(n-butylsulfonyl)-O-[4-(4-piperidinyl)butyl]-L-tyrosine (25g, 0.057mol) described in step S1 was added to 500ml , in 0.2mol / L dilute hydrochloric acid solution, raise the temperature to 25°C, and fully stir until it dissolves. Add 1.25g of activated carbon, raise the temperature to 40°C, stir thoroughly for 30min, and filter. The filtrate kept at 40°C was extracted and washed with 250 ml of ethyl acetate for 30 min, and the ethyl acetate phase was separated. After maintaining the temperature of the prepared product solution at 25° C., drop it into 250 ml of 5 mol / L hydrochloric acid solution, stir and crystallize for 5 hours, and then filter and dry. 22.87 g of white solid was obtained, the yield was 81.3%, and the HPLC purity was 99.81%. According to the present embodiment, tirofiban hydrochloride is obtained and the high-performance liquid chromatogram of HPLC detection is as follows: image 3 shown.

[0049] For the technical solutions of the same p...

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Abstract

The invention provides a preparation method of tirofiban hydrochloride, which includes steps of: dissolving N-(n-butylsulfonyl)-O-[4-(4-piperidyl)butyl]-L-tyrosine in a diluted hydrochloric acid watersolution, decolorating the raw material with active charcoal, extractively eluting the raw material with ethyl acetate, dropwise adding a product solution to a hydrochloric acid solution, and regulating acidity with stirring to separate a crystal. The method is simple in processes, is stable in yield and is high in product purity, and is suitable for production and preparation of high-purity tirofiban hydrochloride used for preparations.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical production and relates to tirofiban hydrochloride, i.e. N-(n-butylsulfonyl)-O-[4-(4-piperidinyl)butyl]-L-tyrosine salt Preparation method of salt monohydrate. Background technique [0002] Tirofiban hydrochloride CAS registration number: 150915-40-5, the compound structural formula is as follows: [0003] [0004] Tirofiban hydrochloride is a non-peptide platelet glycoprotein IIb / IIIa receptor antagonist, which has anti-platelet aggregation effect and is suitable for patients with unstable angina or non-Q wave myocardial infarction to prevent cardiac ischemia It is also applicable to patients with coronary ischemic syndrome undergoing coronary angioplasty or intracoronary atherectomy to prevent cardiac ischemic complications related to sudden occlusion of treated coronary arteries. [0005] At present, the disclosed preparation method of tirofiban hydrochloride mainly includes as follo...

Claims

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Application Information

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IPC IPC(8): C07D211/22
CPCC07D211/22
Inventor 陈彤李浩源吴鹏程谢卫锋
Owner 无锡富泽药业有限公司
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