Process for preparing quinolylacrylonitrile and...

Details Process for preparing quinolylacrylonitrile and... Process for preparing quinolylacrylonitrile and...

C - Chemistry, Metallurgy

07

D

C07D 215/12 (2006.01)

Patent

CA 2398113

3-[2-Cyclopropyl-4-(4-fluorophenyl)-3- quinolyl]prop-2-enenitrile represented by (3) is prepared by reacting 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3- carbaldehyde represented by (1) with acetonitrile in the presence of a base and then adding a dehydrating to the reaction mixture to conduct dehydration. Under ordinary conditions, novel 3-[2-cyclopropyl-4-(4-fluorophenyl)- quinolin-3-yl]-3-hydroxypropionitrile represented by (2) is formed as an intermediate in the above reaction. Incidentally, when the above reaction is conducted in an organic solvent, 3-[2-cyclopropyl-4-(4-fluorophenyl)-3- quinolyl]-prop-2-enenitrile is directly formed. (see formula 1) (see formula 2) (see formula 3)

La présente invention concerne un procédé de préparation de 3-[2-cyclopropyl-4-(4-fluorophényl)-3-quinolyl]prop-2-enenitrile en faisant réagir du 2-cyclopropyl-4-(4-fluorophényl)quinoléine-3-carbaldehyde avec de l'acétonitrile en présence d'une base et ensuite par l'ajout d'un agent déshydratant au mélange réactionnel en vue d'effectuer une déshydratation. Dans des conditions normales, on forme un nouveau 3-[2-cyclopropyl-4-(4-fluorophényl)-quinoléine-3-yle]-3-hydroxypropionitrile en tant qu'intermédiaire dans ladite réaction. Accessoirement, lorsque ladite réaction est effectuée dans un solvant organique, on obtient directement du 3-[2-cyclopropyl-4-(4-fluorophényl)-3-quinolyl]prop-4-enenitrile.

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