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Method for purifying ropinirole hydrochloride

A technology of ropinirole hydrochloride and a purification method is applied in the purification field of removing ropinirole hydrochloride oxidized impurities, and can solve the problems of troublesome post-processing, high cost, low content and the like

Active Publication Date: 2013-05-08
ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in other synthetic methods, due to the low content of the impurity in the product, if the reduction method is used, the cost is too high, and the post-treatment is troublesome, and there is a possibility of being oxidized again

Method used

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  • Method for purifying ropinirole hydrochloride
  • Method for purifying ropinirole hydrochloride
  • Method for purifying ropinirole hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Get 4-2-di-n-propylamine ethyl-1,3-dihydro-2H-indol-2-one hydrochloride (ropinirole hydrochloride, structural formula II) (6.53g, 0.022mol), toluene 65ml and 100ml of purified water were stirred in a 250ml flask. Stirring was continued and 10.7 g of sodium bicarbonate was slowly added. Continue to stir for 20 min after the addition, and let stand to separate layers. The water layer was removed, and the organic layer was dried with 2.5 g of anhydrous magnesium sulfate, and 0.6 g of activated carbon was added during the drying process, and stirring was continued for 30 min. The organic layer was filtered and concentrated to dryness to give an oil.

[0022] Add 90ml of isopropanol to the obtained oil, control the temperature of the reaction solution at 15±5°C, slowly add 2.2g of concentrated hydrochloric acid, and continue stirring for 30min after the addition is complete. Finally, cool the feed liquid to 5±5°C and continue to stir for 1 hour, and shake it to dryness. ...

Embodiment 2

[0037] Get 4-2-di-n-propylamine ethyl-1,3-dihydro-2H-indol-2-one hydrochloride (ropinirole hydrochloride, structural formula II) (6.53g, 0.022mol), n-hexane 70ml of alkanes and 110ml of purified water were stirred in a 250ml flask. Stirring was continued and 4.0 g of sodium ethoxide was slowly added. Continue to stir for 20 min after the addition, and let stand to separate layers. The water layer was removed, and the organic layer was dried with 2.5 g of anhydrous magnesium sulfate, and 0.8 g of activated carbon was added during the drying process, and stirring was continued for 30 min. The organic layer was filtered and concentrated to dryness to give an oil.

[0038] Add 60ml of isopropanol to the obtained oil, control the temperature of the reaction solution at 15±5°C, slowly add 2.2g of concentrated hydrochloric acid, and continue stirring for 30min after the addition is complete. Finally, cool the feed liquid to 5±5°C and continue to stir for 1 hour, and shake it to dr...

Embodiment 3

[0041] Get 4-2-di-n-propylamine ethyl-1,3-dihydro-2H-indol-2-one hydrochloride (ropinirole hydrochloride, structural formula II) (6.53g, 0.022mol), two 65ml of methyl chloride and 120ml of purified water were stirred in a 250ml flask. Stirring was continued and 5.8 g of sodium hydroxide was slowly added. Continue to stir for 20 min after the addition, and let stand to separate layers. The water layer was removed, and the organic layer was dried with 2.5 g of anhydrous magnesium sulfate, and 0.9 g of activated carbon was added during the drying process, and stirring was continued for 30 min. The organic layer was filtered and concentrated to dryness to give an oil.

[0042] Add 70ml of isopropanol to the obtained oil, control the temperature of the reaction solution at 15±5°C, slowly add 2.2g of concentrated hydrochloric acid, and continue stirring for 30min after the addition is complete. Finally, cool the feed liquid to 5±5°C and continue to stir for 1 hour, and shake it t...

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Abstract

The invention relates to a method for purifying ropinirole hydrochloride (4-2-di-n-propylaminoethyl-1,3-dihydro-2H-indole-2-ketohydrochloride). The method comprises the following steps of: adding ropinirole hydrochloride containing an oxidized impurity structural formula (I) into water, adding an organic solvent, stirring and dissolving at room temperature, adding alkali, stirring, standing, demixing, and removing an aqueous layer; drying the obtained organic layer by using anhydrous magnesium sulfate, adding active carbon, stirring, filtering and concentrating; and adding a certain quantity of organic solvent into the obtained oily matter after concentrating to be dry, slowly adding a certain quantity of concentrated hydrochloric acid, stirring, cooling the solution, performing throwing filtration, and drying, thus obtaining the ropinirole hydrochloride. By adopting the method, oxidized impurities (I) can be effectively removed from the ropinirole hydrochloride, and the ropinirole hydrochloride can be obtained with high yield and purity, so that the oxidized impurities are controlled and the purity of the ropinirole hydrochloride reaches the medicinal standard.

Description

technical field [0001] The invention relates to a method for purifying ropinirole hydrochloride, in particular to a purification method for removing oxidized impurities of ropinirole hydrochloride. Its oxidized impurity structure (I) is: [0002] Background technique [0003] Ropinirole hydrochloride (ropinirole hydrochloride) is a second-generation dopamine receptor agonist developed by the British SmithKLine-Beecham pharmaceutical company for the treatment of Parkinson's (PD). Its trade name is Requip, and its synonym is SKF101468. It can be used alone in the treatment of Parkinson's disease, and can also be used as an auxiliary drug to reduce the dosage of L-dopamine, thereby reducing side effects. It was launched in the UK for the first time in 1996 and was approved by the US FDA in 1997. It is currently on the market in the UK, the US and France. Its structural formula is (II): [0004] [0005] There are mainly five kinds of methods for preparing ropinirole hy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/34
Inventor 何毅刘节根杜小秋张席妮
Owner ZHEJIANG HUAHAI PHARMACEUTICAL CO LTD
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