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A kind of synthetic and refining method of cinacalcet hydrochloride

A technology of cinacalcet hydrochloride and refining method, which is applied in the field of synthesis and refining of cinacalcet hydrochloride bulk drug, can solve the problems of small reaction scale, difficult purification, insufficient purity of raw material drug, etc., and achieve short reaction steps and environmental protection The effect of less pollution and convenient source of raw materials

Active Publication Date: 2016-03-23
SINOPHARM A THINK PHARMA
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0011] In the existing synthetic technology, there are problems such as small reaction scale, insufficient purity of raw materials, and difficulty in purification to varying degrees.

Method used

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  • A kind of synthetic and refining method of cinacalcet hydrochloride
  • A kind of synthetic and refining method of cinacalcet hydrochloride
  • A kind of synthetic and refining method of cinacalcet hydrochloride

Examples

Experimental program
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Embodiment Construction

[0044] The present invention will be further described below through specific examples.

[0045] The first step: the synthesis of 3-(trifluoromethyl) phenylpropionyl chloride:

[0046] Weigh 20.0g of 3-(trifluoromethyl)phenylpropionic acid and add 100.0ml of toluene, stir evenly, slowly add 40.0ml of thionyl chloride to the reaction system, slowly raise the temperature to 80°C and stir for 3 hours, and depressurize after the reaction Residual thionyl chloride and solvent were removed to obtain 3-(trifluoromethyl)phenylpropionyl chloride.

[0047] The second step: the synthesis of N-((1R)-1-(1-naphthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide:

[0048] Weigh 15.70g of R-1-(1-naphthyl)ethylamine and 13.91g of triethylamine, dissolve in 150ml of dichloromethane, dissolve the acid chloride obtained in the previous step reaction in 50ml of dichloromethane, and slowly drop into the reaction system In the process, the reaction temperature is controlled at 0-20°C. After the r...

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Abstract

The invention explores a method for synthesizing and refining cinacalcet hydrochlorid, especially avoids toxic and expensive reaction reagents reported in literatures; the invention has the advantages of convenient sources of raw materials and reagents, low cost, little pollution to environment and simple operation, the invention is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing and refining a novel cinacalcet hydrochloride crude drug, belonging to the technical field of medicinal chemistry. Background technique [0002] Cinacalcet Hydrochloride (CinacalcetHydrochlorid) is the first small-molecule drug listed by Amgen Corporation of the United States for regulating human hormone levels, and it is also the first drug to make kidney function since the discovery of calcimimetic compounds in the early 1990s. Drugs that benefit patients with parathyroid disease and are mainly used to treat secondary hyperparathyroidism. Its molecular structure and absolute configuration are shown in Formula 1: [0003] [0004] Formula 1 [0005] Cinacalcet is a drug launched in 2004, and there are many reports on its synthesis process. The synthetic route reported in the patent USNo.6,211,244 is to use m-trifluoromethyl phenylpropanal and (R)-1-naphthylethylamine as raw materials, carry out ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/30C07C209/50C07C209/00C07C209/84
Inventor 不公告发明人
Owner SINOPHARM A THINK PHARMA
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