S-type clopidogrel and preparation method of its salt

A type of clopidogrel and hydrochloride technology, applied in the field of compound preparation, can solve the problems of affecting the quality of clopidogrel, long time required, great toxicity, etc., saving operation time and labor cost, and simple and time-saving operation. , difficult to control effects

Inactive Publication Date: 2007-10-03
SHENZHEN SALUBRIS PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] This patent proposes a method that can recycle the isomers or derivatives of the reaction intermediate substance II, but this method also has some defects: 1. It needs to go through a complicated heating and cooling process, which takes a long time. It takes 30-36 hours to complete all the reactions, which consumes a lot of energy and costs
2. During the racemization process, it takes 2-3 hours to react the residue of the mot

Method used

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  • S-type clopidogrel and preparation method of its salt
  • S-type clopidogrel and preparation method of its salt
  • S-type clopidogrel and preparation method of its salt

Examples

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[0043] Example 1

[0044] Weigh 14g (0.040mol) racemic α-(2-thiopheneethylamino)-α-(2-chlorophenyl) methyl acetate hydrochloride, add 30mL water and 90mL dichloromethane, stir to Adjust the pH to 7 with sodium bicarbonate, discard the aqueous layer after liquid separation, wash the dichloromethane layer with 30 mL of water three times, dry with sodium sulfate and evaporate the solvent under reduced pressure to obtain 12 g (0.039 mol) of oil.

[0045] After dissolving the oil in 150mL of isopropanol, add 4.9g (0.033mol) of L-tartaric acid, stir and keep at 50°C for 0.5 hours, add seed crystals when the temperature is naturally cooled to 35°C, stir at room temperature overnight, and cool to 20°C and stir 4 Hours, the solid was filtered and dried to obtain the product, the optical rotation: [α] 20 = +88°~+89°. Weigh 50g of the separated (+)II-L-tartrate, add 200mL of isopropanol at 65°C and dissolve it, and then precipitate naturally after cooling down. After stirring for 2 hours at ...

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Abstract

This invention relates to a preparation method of S - type clopidogrel and its medicinal salt. It includes four steps :( 1) Split racemic Alpha - (2 - thiofuran ethylamino) - Alpha - (2 - chlorphenyl) methyl acetate (II) or its salt to obtain (+) - II and (-) - II or its salt. (2) Racemize (-)- II or its salt to obtain racemic substance II. (3) Repeat first and second step. (4) Adopt (+) - II obtained from first step to prepare S - type clopidogrel and its corresponding salt. This invention use concentrated sulfuric acid to substitute chlorine sulfoxide, reduce toxicant side effect and erosion of equipment.

Description

Technical field: [0001] The invention relates to a preparation method of a compound, especially a method for preparing S-type clopidogrel and a pharmaceutically acceptable salt thereof. Background technique: [0002] Clopidogrel [S(+)-2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothiophene[3,2-c]pyridine-5)methyl acetate]( Hereinafter referred to as substance I or I), the structural formula is as follows: [0003] [0004] Clopidogrel is a platelet aggregation inhibitor that selectively inhibits the binding of adenosine diphosphate (ADP) to its receptor and the subsequent ADP-mediated activation of the glycoprotein GPIIb / IIIa complex, thus inhibiting Platelet aggregation. Clopidogrel was first jointly developed by Japan's Daiichi Pharmaceutical and France's Sanofi (Sanofi), and was launched in the United States in 1998. [0005] European patent EP281459 specifically describes the preparation of the dextroisomer of clopidogrel bisulfate, which has excellent anti-platelet aggr...

Claims

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Application Information

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IPC IPC(8): C07D495/04C07D211/00C07D333/00
Inventor 叶澄海
Owner SHENZHEN SALUBRIS PHARMA
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