6-fluoro-7-chloro-1-methylamino-4-oxo-1-4-dihydroquinoline...

C - Chemistry – Metallurgy – 07 – F

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260/283, 260/266

C07F 5/02 (2006.01) C07D 401/10 (2006.01) C07F 5/04 (2006.01)

Patent

CA 1282068

A B S T R A C T The invention relates to new 6-fluoro-7-chloro-1- -methylamino-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid/boric acid anhydrides of the general Formula I Image /I/ (wherein R and R1 stand for halogen; an aliphatic acyloxy group comprising 2-6 carbon atoms and optio- nally substituted by halogen; or an aromatic acyloxy group comprising 7-11 carbon atoms). The new compounds of the general Formula I are valuable intermediates useful in the preparation of the antibacterial agent 6-fluoro-1-ethylamino-7-(4- -methyl-piperazino)-4-oxo-1,4-dihydro-quinoline-3- -carboxylic acid. The new compounds of the general Formula I may be prepared by reacting a compound of the Formula II Image /II/ or a compound of the general Formula III Image /III/ (wherein R2 stands for alkyl comprising 1-4 carbon atoms) with hydrogen fluoro borate of the Formula IV Image /IV/ or a borone trihalide of the general Formula V Image /V/ (wherein X stands for fluorine, chlorine or bromine) or a complex thereof formed with an ether or a borone derivative of the general Formula VI Image /VI/ (wherein R3, R4 and R5 stand for alkyl comprising 1-5 carbon atoms and optionally substituted by halogen or aryl comprising 6-10 carbon atoms).

524729

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