Synthesis method of 6-(trifluoromethyl)quinoline-8-carboxylic acid

A technology of trifluoromethyl and synthesis method, which is applied in the field of synthesis of pharmaceutical intermediates, can solve the problems of complex operation and low reagent safety, and achieve the effects of simple raw materials, convenient operation and post-processing, and reasonable process selection

Active Publication Date: 2020-12-04
SUZHOU KANGRUN PHARMA
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Benefits of technology

This patented technology offers technical benefits for producing certain chemical compounds that are useful in various industries such as medicine or biology researches. It involves making specific types of molecules from 1 - bromofunctionalized naphthols called caffeic acids with trifluronium chloride catalysts. These processes have been developed at home but they require expensive starting materials and complicated operations. However this new approach makes it possible to produce these products on larger scales than previous methods while maintaining their desired properties.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding efficient methods for producing certain types of chemicals called N-3 substances or related compounds based on their ability to modulate specific neurotransmitter systems involved in behavior control processes like affecting cognitive functions.

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  • Synthesis method of 6-(trifluoromethyl)quinoline-8-carboxylic acid

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[0023] The present invention will be further described below in conjunction with specific examples, but the examples are only exemplary and do not constitute any limitation to the scope of the present invention. Those skilled in the art should understand that the details and forms of the technical solutions of the present invention can be modified or replaced without departing from the spirit and scope of the present invention, but these modifications and replacements all fall within the protection scope of the present invention.

[0024] Among the present invention, the synthesis technique of 6-(trifluoromethyl)quinoline-8-carboxylic acid is to obtain 8-bromo-6-( Trifluoromethyl)quinoline, under pressure of carbon monoxide to give methyl 6-(trifluoromethyl)quinoline-8-carboxylate, finally hydrolyzed in aqueous lithium hydroxide to give 6-(trifluoromethyl) Quinoline-8-carboxylic acid, the reaction formula is as figure 1 shown.

[0025] The first step: the synthesis of 8-bromo-

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Abstract

The invention discloses a synthesis method of 6-(trifluoromethyl)quinoline-8-carboxylic acid. The method comprises the following steps of: condensing 2-bromo-4-(trifluoromethyl)aniline serving as a raw material with glycerol to obtain 8-bromo-6-(trifluoromethyl)quinoline, and acquiring 6-(trifluoromethyl)quinoline-8-carboxylic acid methyl ester under the condition of carbon monoxide pressurization, and finally, performing hydrolyzing in a lithium hydroxide aqueous solution to obtain the 6-(trifluoromethyl)quinoline-8-carboxylic acid. The synthesis method is simple in synthetic route, reasonable in process selection, low in raw material cost, simple and easily available in raw materials, convenient to operate and post-treat, high in total yield and easy to amplify, and can be used for large-scale production.

Description

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Application Information

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Owner SUZHOU KANGRUN PHARMA
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