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Production process of tadalafil bulk drug

A tadalafil and production process technology, applied in the field of production process of tadalafil API, can solve the problems of complex production process, high market price, low comprehensive yield, etc., achieve low cost and reduce production cost , the effect of high purity and yield

Inactive Publication Date: 2020-06-09
SUZHOU HOMESUN PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the production process cost of existing tadalafil products is relatively high, especially the production process of raw materials is complicated, the purification is difficult, and the comprehensive yield is low, resulting in high market prices

Method used

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  • Production process of tadalafil bulk drug

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Embodiment 1

[0019] A kind of production technology of tadalafil crude drug, such as figure 1 , including the following steps:

[0020] A1: Esterification reaction between methanol and D-tryptophan to obtain intermediate Ⅰ;

[0021] A2: intermediate Ⅰ undergoes condensation reaction with piperonal to obtain intermediate Ⅱ;

[0022] A3: intermediate Ⅱ undergoes acylation reaction with chloroacetyl chloride to obtain intermediate Ⅲ;

[0023] A4: The intermediate III undergoes a cyclization reaction with monomethylamine to obtain the raw material drug of tadalafil.

[0024] In this embodiment, step A1 is: put 50.0kg of methanol and 12.0kg of D-tryptophan into the reaction kettle, drop the temperature to 10-20°C and add 16kg of thionyl chloride dropwise; Stir and react at 45°C for 2 hours; after the reaction, concentrate under reduced pressure and distill out methanol, put 50.0kg of ethyl acetate into the reaction kettle after steaming, beat at room temperature for 1 hour, then spin filter,...

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Abstract

The invention belongs to the technical field of medicines, and particularly relates to a production process of a tadalafil bulk drug. The production process of the tadalafil bulk drug comprises the following steps: A1, carrying out an esterification reaction on methanol and D-tryptophan to obtain an intermediate I; A2, performing a condensation reaction on the intermediate I and heliotropin to obtain an intermediate II; A3, performing an acylation reaction on the intermediate II and chloroacetyl chloride to obtain an intermediate III; and A4, carrying out a cyclization reaction on the intermediate III and monomethylamine to obtain the tadalafil bulk drug. According to the method, a reaction path is reasonably selected, and meanwhile, the process details of each reaction step are deeply optimized, so high purity and yield of a product of each step of reaction can be obtained, the prepared tadalafil bulk drug is low in cost and good in stability, the economical efficiency of the whole reaction path is improved, and production cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of medicines, and in particular relates to a production process of tadalafil bulk drug. Background technique [0002] Tadalafil, chemical name: (6R-12aR)-6-(1,3-benzodioxol-5-yl)-2-methyl-2,3,6,7,12, 12a-hexahydropyrazino[1',2'-1,6]-pyrido[3,4-b]indole-1,4-dione; molecular weight: 389.41; molecular formula: C22H19N3O4. Tadalafil is a phosphodiesterase 5 inhibitor originally developed by GlaxoSmithKline (GSK) and subsequently transferred to ICOS, and later jointly developed by ICOS and Eli Lilly (EliLillv). Approved by the FDA in 2003, it was listed in the United States as a drug for the treatment of male erectile dysfunction (MED). It was later discovered that another clinical application of the drug is the treatment of pulmonary hypertension. Compared with similar drugs, it has the advantages of high selectivity, long half-life, and greater autonomy for patients. However, the cost of the production proc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/14
CPCC07D471/14
Inventor 樊超陆红彬
Owner SUZHOU HOMESUN PHARMA
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