Process for preparing quinolone antibiotic intermediates

C - Chemistry – Metallurgy – 07 – D

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C07D 215/56 (2006.01)

Patent

CA 2493287

The present invention relates to a process for preparing a quinolone antibiotic intermediate having the formula: wherein R is C1-C2 alkyl, C1-C2 fluoroalkyl, C2-C4 alkenyl, methoxy, chloro, or bromo; R1 is a unit selected from the group consisting of C1-C2 alkyl, C2-C3 alkenyl, C3-C5 cycloalkyl, and phenyl, each of which can be substituted by one or more fluorine atoms; said process comprising the step of cyclizing an admixture of quinolone precursors, said admixture comprising a 2-ethoxy substituted intermediate having the formula (I), (II): in the presence of a silylating agent.

La présente invention concerne un procédé de préparation d'un intermédiaire d'antibiotique quinolone de la formule (I) où R représente alkyle C1-C2, fluoroalkyle C1-C2, alcényle C2-C4, méthoxy, chloro ou bromo; R1 représente une unité sélectionnée dans le groupe contenant alkyle C1-C2, alcényle C2-C3, cycloalkyle C3-C5 et phényle, chacun d'eux pouvant être substitué par au moins un atome de fluorine. Ce procédé comporte l'étape de cyclisation d'un mélange de précurseurs de quinolones en présence d'un agent silylation, ce mélange contenant un intermédiaire substitué par 2-éthoxy et ayant la formule (II)

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