Methods for producing nateglinide crystals

Details Methods for producing nateglinide crystals Methods for producing nateglinide crystals

C - Chemistry, Metallurgy

07

C

C07C 231/24 (2006.01) C07C 231/02 (2006.01) C07C 233/63 (2006.01)

Patent

CA 2425538

There is provided methods for producing nateglinide crystals, which comprises the steps of adding an acid(s) to a reaction mixture containing nateglinide to make it acidic, the reaction mixture being obtained by reacting trans-4-isopropylcyclohexylcarbonyl chloride with D-phenylalanine in a solvent mixture comprising a ketone solvent and water, in the presence of an alkali; and then adjusting the temperature of the mixture to 58°C to 72°c and the concentration of ketone solvent to more than 8wt% and less than 22wt% to conduct precipitation of nateglinide crystals. This producing method is the industrially beneficial methods for crystallization of nateglinide.

L'invention concerne un procédé permettant de produire des cristaux de natéglinide, consistant à faire réagir du chlorure trans-4-isopropylcyclohexylcarbonyle avec du D-phénylalanine dans un solvant mixte composé d'un solvant à base de cétone et d'eau, en présence d'un alcali de manière à obtenir un mélange contenant le natéglinide; à ajouter un acide au mélange de réaction de manière à le rendre acide; puis à réguler la température de 58· à 72 ·C et la concentration de solvant à base de cétone de 8 à 22 % en poids, en excluant 8 et 22 % en poids, respectivement, afin de déclencher une cristallisation. Ce procédé est avantageux à l'échelle industrielle pour la cristallisation du natéglinide.

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