Process for producing quinoline-3-carboxylic acid compound

C - Chemistry – Metallurgy – 07 – D

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C07D 215/54 (2006.01)

Patent

CA 2439663

A process for producing a quinoline-3-carboxylic acid compound represented by the formula (3) (3) (wherein R1 represents aryl, optionally branched C1-12 alkyl, etc.; R2 and R3 each represents hydrogen, halogeno, optionally branched C1-12 alkyl, etc.; R4 represents optionally branched C1-12 alkyl, C3-6 cycloalkyl, etc.; and R5 represents optionally branched C1-6 alkyl), characterized by reacting a 2-aminophenyl ketone represented by the formula (1) (1) (wherein R1, R2, and R3 have the same meanings as defined above) with a keto ester represented by the formula (2) R4COCH2CO2R5 (2) (wherein R4 and R5 have the same meanings as defined above) in an alcohol solvent in the presence of an acid catalyst while distilling off the alcohol.

L'invention concerne un processus de production d'un composé d'acide quinoline-3-carboxylique représenté par la formule (3), dans laquelle R?1¿ représente un aryle, C¿1-12? alkyle facultativement ramifié etc., R?2¿ et R?3¿ représentent respectivement l'hydrogène, l'halogène, C¿1-12? alkyle facultativement ramifié etc., et R?4¿ représente C¿1-12? alkyle facultativement ramifié, C¿3-6? cycloalkyle etc., et R?5¿ représente C¿1-6? alkyle facultativement ramifié. Ce procédé est caractérisé par la réaction d'une 2-aminophényle cétone représentée par la formule (1) (dans laquelle R?1¿, R?2¿ et R?3¿ présentent les mêmes significations susmentionnées), avec un ester CO représenté par la formule (2) R?4¿COCH¿2?CO¿2?R?5¿ (dans laquelle R?4¿ et R?5¿ ont les mêmes significations susmentionnées) dans un solvant d'alcool, en présence d'un catalyseur acide, tandis qu'on brûle l'alcool.

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