Dimethyl Sulfoxide → Gatifloxacin

反応式

CS(C)=O.CC1CNCCN1.[CH3:12][CH:13]1[NH:18][CH2:17][CH2:16][N:15]([C:19]2[C:24]([O:25][CH3:26])=[C:23]3[N:27]([CH:35]4[CH2:37][CH2:36]4)[CH:28]=[C:29]([C:32]([OH:34])=[O:33])[C:30](=[O:31])[C:22]3=[CH:21][C:20]=2[F:38])[CH2:14]1.Cl>O>[CH3:12][CH:13]1[NH:18][CH2:17][CH2:16][N:15]([C:19]2[C:24]([O:25][CH3:26])=[C:23]3[N:27]([CH:35]4[CH2:37][CH2:36]4)[CH:28]=[C:29]([C:32]([OH:34])=[O:33])[C:30](=[O:31])[C:22]3=[CH:21][C:20]=2[F:38])[CH2:14]1

参加物

反応条件

温度: 48 °C

実験手順

A 140 liter reactor equipped with mechanical stirrer, condenser and thermometer, was charged with dimethyl sulfoxide (DMSO, 120 L). The DMSO was heated to 55° C. and the reactor was charged with 2-methylpiperazine (8.6 kg). Gatifloxacin acid was charged, in four portions, every 2 hours (3×4=12 Kg). The reaction mixture was stirred at a rate of 110 rpm under nitrogen atmosphere. The temperature was maintained for 24 hours until completion of the reaction. The reaction mixture was cooled to 48° C. and water (24 L) was added at this temperature. The mixture was cooled to 5° C. during 3.5 hours and maintained with stirring for 15 hours at this temperature. The mixture was filtered (suction) and washed with acetonitrile (18 L) to obtain 15.9 Kg of gatifloxacin.