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A kind of processing technology of non-hormonal anti-inflammatory drug intermediate

A quinoline-based, vinyl-based technology, applied in the processing technology of non-hormonal anti-inflammatory drug intermediates, 2--vinyl) phenyl)-propyl) methyl benzoate processing technology field, can solve the problem of increasing The cost of the drug montelukast sodium, low yield, low product quality and other problems, achieve the effect of reducing chemical synthesis steps, reducing costs, and reducing pollution

Inactive Publication Date: 2015-09-23
NANTONG ZHENGDA AGROCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this process is that the cost of the chiral reducing agent synthesized by sodium borohydride, boron trichloride and pinene is quite high, the yield is low, and the quality of the product is low, which increases the follow-up purification of the drug montelukast sodium cost, which limits the development space of drug synthesis

Method used

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  • A kind of processing technology of non-hormonal anti-inflammatory drug intermediate
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  • A kind of processing technology of non-hormonal anti-inflammatory drug intermediate

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Experimental program
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Effect test

Embodiment 1

[0022] The measured raw material 2-(3-(3-(2-(7-chloro-2-quinolyl) vinyl) phenyl)-(3-carbonyl) propyl) methyl benzoate 8kg, ketone reduction Put 240g of enzyme, 24L of triethanolamine buffer solution (2MMgSO4), 40L of isopropanol, and 8L of toluene into a clean 250 L stainless steel kettle with magnetic stirring in sequence, and add cofactor aqueous solution: 50 g / L NADP-Na; heat up to 45°C , and reacted under magnetic stirring; 50 g / L NADP-Na was added after 6 hours of reaction, 50 g / L NADP-Na was added after 22 hours of reaction, and 50 g / L NADP-Na was added after 29 hours of reaction. Sampling began after 40 hours of reaction, and the reaction was complete in about 48 hours; after the detection was complete, proceed to the next step. Evaporate the organic solvent from the reaction liquid at low temperature in a vacuum, cool, filter, centrifuge, and dry to obtain the crude product; take the crude product, add 80KG ethanol, heat up to 50°C while stirring, and the solution is c...

Embodiment 2

[0026] The measured raw material 2-(3-(3-(2-(7-chloro-2-quinolyl)vinyl)phenyl)-(3-carbonyl)propyl)methyl benzoate 10kg, ketone reduction Put 400g of enzyme, 25L of triethanolamine buffer solution (2MMgSO4), 30L of isopropanol, and 6L of toluene into a clean 250 L stainless steel kettle with magnetic stirring in sequence, and add cofactor aqueous solution: 50 g / L NADP-Na; heat up to 45°C , and reacted under magnetic stirring; 50 g / L NADP-Na was added after 6 hours of reaction, 50 g / L NADP-Na was added after 22 hours of reaction, and 50 g / L NADP-Na was added after 29 hours of reaction. Sampling began after 40 hours of reaction, and the reaction was complete in about 48 hours; after the detection was complete, proceed to the next step. Evaporate the organic solvent from the reaction liquid at low temperature in a vacuum, cool, filter, centrifuge, and dry to obtain the crude product; take the crude product, add 80KG ethanol, heat up to 50°C while stirring, and the solution is clea...

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Abstract

The invention discloses a processing technology of a non-hormonal anti-inflammatory drug intermediate, which is based on 2-(3-(3-(2-(7-chloro-2-quinolyl)vinyl)phenyl)- (3-carbonyl) propyl) methyl benzoate, ketone reductase, triethanolamine buffer solution, isopropanol and toluene are raw materials, add cofactor aqueous solution reaction, reaction solution obtains target product through water and ethanol crystallization treatment, process of the present invention Simple, low cost, high product purity, and basically zero pollution in chemical reactions.

Description

technical field [0001] The invention relates to a processing technology of a non-hormonal anti-inflammatory drug intermediate, in particular to a 2-(3-(S)-(3-(2-(7-chloro-2-quinolyl)vinyl)benzene Base)-(3-hydroxyl) propyl) the processing technology of methyl benzoate, belong to the technical field of medicine synthesis. Background technique [0002] 2-(3-(S)-(3-(2-(7-chloro-2-quinolyl)vinyl)phenyl)-(3-hydroxy)propyl)methyl benzoate is the preferred control in the world The most important intermediate of montelukast sodium, a non-hormonal anti-inflammatory drug for asthma, has a molecular formula of C28H22ClNO3, a molecular weight of 455.93, and a CAS number of 133791-17-0. The drug was invented by MERCK Company of the United States, and it has applied for the protection of the intellectual property rights of Montelukast sodium drug production worldwide, and the protection period is until 2012. In my country, the name after import and repackaging is "Singulair". With the a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/18
CPCC07D215/18
Inventor 孙友璋钱灿明
Owner NANTONG ZHENGDA AGROCHEM
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