合成路线:The reaction of ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (I) with O-(2,4-dinitrophenyl)hydroxylamine (II) by means of K2CO3 in DMF gives ethyl 1-amino-6-fluoro-7-chloro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (III),which is formylated with HCOOH in acetic anhydride yielding the corresponding 1-(formylamino) compound (IV).The methylation of (IV) with MeI and K2CO3 in DMF affords the 1-(formylmethylamino) compound (V),which is hydrolyzed with NaOH in refluxing water to give 7-chloro-6-fluoro-1,4-dihydro-4-oxo-1-(methylamino)quinoline-3-carboxylic acid (VI).Finally,this compound is condensed with N-methylpiperazine (VII) in refluxing pyridine.
参考文献标题:Amifloxacin
文献作者:Castar,J.; Serradell,M.N.; Burnie,J.; Matthews,R.
参考来源:Drugs Fut 1985,10(3),183
合成路线:The reaction of ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (I) with O-(2,4-dinitrophenyl)hydroxylamine (II) by means of K2CO3 in DMF gives ethyl 1-amino-6-fluoro-7-chloro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (III),which is formylated with HCOOH in acetic anhydride yielding the corresponding 1-(formylamino) compound (IV).The methylation of (IV) with MeI and K2CO3 in DMF affords the 1-(formylmethylamino) compound (V),which is hydrolyzed with NaOH in refluxing water to give 7-chloro-6-fluoro-1,4-dihydro-4-oxo-1-(methylamino)quinoline-3-carboxylic acid (VI).Finally,this compound is condensed with N-methylpiperazine (VII) in refluxing pyridine.
参考文献标题:Novel amino-substituted 3-quinolinecarboxylic acid antibacterial agents: Synthesis and stucture-activity relationships
文献作者:Wentland,M.P.; Bailey,D.M.; Cornett,J.B.; Dobson,.A.; Powles,R.G.; Wagner,R.B.
参考来源:J Med Chem 1984,27(9),1103
产品链接: CAS No. 86393-37-5›› 产品链接: CAS No.88036-80-0››