Process for producing quinoline carbaldehyde

C - Chemistry – Metallurgy – 07 – D

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C07D 215/14 (2006.01)

Patent

CA 2448421

A process for producing 2-cyclopropyl-4-(4- fluorophenyl)-quinoline-3-carbaldehyde important as intermediate for the synthesis of pharmaceuticals, efficiently from an unnecessary antipode, is provided. A process for producing 2-cyclopropyl-4-(4- fluorophenyl)-quinoline-3-carbaldehyde represented by the formula (III): (see formula III) which comprises treating a compound represented by the formula (I) or (II): (see formula I) (see formula II) (wherein A is -CHOH or -C(O)-, and R is a hydrogen atom, a C1-4 alkyl group which may be branched, a phenyl group, an alkali metal ion or an alkaline earth metal ion) with ozone, followed by reduction with an inorganic sulfur compound or by hydrogenation for reduction decomposition.

La présente invention concerne un processus de préparation de 2-cyclopropyl-4-(4-fluoro-pnényle) quinoline-3-carbadéhyde (III) important en tant qu'intermédiaire dans la synthèse efficace de médicaments issus d'antipode non nécessaire. Ce processus consiste à traiter un composé représenté par la formule générale (I) ou (II) avec de l'ozone, puis à conduire soit la réduction du composé résultant avec un composé sulfuré inorganique, soit l'hydrogénolyse du composé résultant. (I), (II), (III). Dans ces formules A est CHOH- ou C(O)- et R est hydrogène, éventuellement C1-4 alkyle ramifié, phényle, un ion métallique alcalin ou un ion de métal terreux alcalin

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