Process for synthesizing pramipexole

A synthesis process and fatty acid technology, applied in the direction of organic chemistry and the like, can solve the problems of side reactions, high process cost, unfavorable industrial production, etc., and achieve the effects of improved yield and simple process flow

Active Publication Date: 2014-09-10
FUJIAN KERUI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The problem that this preparation method exists is: (1) sodium triacetoxy borohydride is expensive, and process cost is high
(2) The reaction selectivity of propionaldehyde is poor, and it is easy to imidize with 2-amino, causing side reactions and low yield
[0008] The problem that this document preparation method exists is: 1, used o-nitrobenzenesulfonyl chloride in the reaction, this material is difficult for storage, easy deliquescence, mercaptoacetic acid toxicity is big and peculiar smell is heavy, is unfavorable for suitability for industrialized production
2.

Method used

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  • Process for synthesizing pramipexole
  • Process for synthesizing pramipexole
  • Process for synthesizing pramipexole

Examples

Experimental program
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Embodiment

[0042] Step 1: Reduction Reaction

[0043] 3L of anhydrous dioxane and 256g of S-(-)-2-amino-6-propionamido-4,5-6,7-tetrahydrobenzothiazole were put into a 10L double-layer glass reactor with stirring, Under nitrogen protection, heat up to 20-30°C, stir to dissolve, add 216g of sodium borohydride after dissolving, and dropwise add 115g of acetic acid (dilute it in 1L of dioxane), and the dropwise addition time is about 50-70 minutes. Stirring was continued for 4 hours, then raised to 40°C and stirred for 1 hour. After the reaction was complete, 5 L of purified water was added dropwise, and the volume ratio of the purified water to the reaction liquid was about 1:1. Control the inner temperature of the kettle at 10-20°C, adjust the pH to 12-13 with 10% sodium hydroxide solution, then extract four times (6L*4) with ethyl acetate (EA), combine the organic phases, and use 2kg anhydrous sodium sulfate Stir and dry for 10-12 hours, filter, concentrate under reduced pressure at 40-...

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Abstract

The invention provides a process for synthesizing pramipexole. The process comprises the following steps: taking S-(-)-2-amino-6-propionamido-4,5-6,7-tetralin benzothiazole as a raw material to restore into free alkali in a reduction reaction system of sodium borohydride or potassium borohydride and fatty acid; and finally generating pramipexole together with an ethyl alcohol salt by the free alkali. The dependence on toxic compounds such as borane or boron fluoride and the like in the traditional craft is cast off by adopting the reduction reaction system of the sodium borohydride or potassium borohydride and the fatty acid, the overall craft process is simple to operate and easy to control, free of toxicity, more environment-friendly, and more beneficial to industrial production, meanwhile, the reduction process is intensively improved by the process disclosed by the invention, side reaction is avoided, and the reaction yield is greatly improved.

Description

【Technical field】 [0001] The invention relates to a synthesis process of pramipexole. 【Background technique】 [0002] Psoracac is a dopamine agonist, a new generation of non-ergot selective dopamine D2 and D3 receptor agonists, it can effectively improve the motor symptoms of patients with early and late Parkinson's disease, while alleviating associated depression Symptoms, protect nerves, delay disease progression and improve quality of life; it can also effectively relieve and reduce levodopa-related motor complications. It can be used alone (without levodopa) or in combination with levodopa, and the combination can reduce the dose of levodopa. It is easy to use and well tolerated by patients. The synthetic method of existing psolac has: [0003] Method 1: WO2006070349A2 discloses a method for preparing pramipexole by reducing sodium triacetoxyborohydride, which uses (S)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole As the starting material, react with n-propionaldehyde,...

Claims

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Application Information

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IPC IPC(8): C07D277/60
CPCC07D277/60
Inventor 郑从燊黄洪翔温耀明范建辉谢义忠
Owner FUJIAN KERUI PHARMA
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