Preparation of beta-ketoesters useful in preparing quinolone...

C - Chemistry – Metallurgy – 07 – C

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C07C 67/00 (2006.01) C07C 67/343 (2006.01) C07C 69/738 (2006.01) C07D 213/61 (2006.01) C07D 233/60 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2039306

A method for preparing a compound of the formula (see fig I) wherein Q is C-H or N; R1 is C1-C4 alkyl, benzyl or p-nitrobenzyl and X and Y are independently selected from fluoro and chloro comprising reacting a compound of the formula (see fig. II) wherein Q is C-H or N; X and Y are independently selected from fluoro and chloro; and Z is fluoro, chloro, 1-imidazolyl or substituted 1-imidazolyl, wherein the 1-imidazolyl group is substituted with one or two substituents independently selected from C1 to C4 alkyl, with a compound of the formula (see fig. III) wherein M is an alkaline earth metal, Cu or Mn, n is 2, VP-, wherein p is 1 or 2, is an anion of the formula (see fig. IV) or a dianion of the formula (see fig. V) and R1 is as defined above, with the proviso that when Z is 1-imidazolyl or substituted 1-imidazole, M is magnesium, copper or manganese and with the proviso that when 2 is fluoro, chloro or bromo, VP- is a dianion of the formula V(b).

Méthode pour préparer un composé de formule (voir fig. I), dans laquelle Q est C-H ou N, R1 est un groupe alkyle C1-C4, benzyle ou p-nitrobenzyle, et X et Y sont choisis indépendamment entre un fluoro et un chloro; la méthode consiste à faire réagir un composé de formule (voir fig. II) - dans laquelle Q est C-H ou N, X et Y sont choisis indépendamment entre un fluoro et un chloro, et Z est un fluoro, un chloro, un groupe 1-imidazolyle ou 1-imidazolyle avec substitution, le groupe 1-imidazolyle étant avec substitution par un ou deux substituants choisis indépendamment parmi des alkyles C1 à C4 - avec un composé de formule (voir fig. III), où M est un métal alcalino-terreux, Cu ou Mn, n est 2, VP- (où p est 1 ou 2) est un anion de formule (voir fig. IV) ou un dianion de formule (voir fig. V), et R1 correspond à la définition ci-dessus, à la condition que, lorsque Z est un groupe 1-imidazolyle ou 1-imidazolyle avec substitution, M est du magnésium, du cuivre ou du manganèse, et à la condition que, lorsque 2 est un fluoro, un chloro ou un bromo, VP- est un dianion de formule V(b).

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