Cl.[Cl:2][C:3]1[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:4]=1[CH2:5][NH:6][C:7]([C:9]1[C:18](=[O:19])[C:17]2[C:12](=[C:13]([O:29][CH3:30])[C:14]([N:21]3[CH2:26][CH:25]([CH3:27])[NH:24][CH:23]([CH3:28])[CH2:22]3)=[C:15]([F:20])[CH:16]=2)[N:11]([CH2:31][C:32]([F:35])([F:34])[F:33])[CH:10]=1)=[O:8].Cl[CH2:42][C:43]([O:45][CH2:46][CH3:47])=[O:44].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:46]([O:45][C:43](=[O:44])[CH2:42][N:24]1[CH:23]([CH3:28])[CH2:22][N:21]([C:14]2[C:13]([O:29][CH3:30])=[C:12]3[C:17]([C:18](=[O:19])[C:9]([C:7]([NH:6][CH2:5][C:4]4[CH:36]=[CH:37][C:38]([Cl:40])=[CH:39][C:3]=4[Cl:2])=[O:8])=[CH:10][N:11]3[CH2:31][C:32]([F:34])([F:35])[F:33])=[CH:16][C:15]=2[F:20])[CH2:26][CH:25]1[CH3:27])[CH3:47]810.0 mg (1.29 mmol) of N-(2,4-dichlorobenzyl)-7-[(3RS,5SR)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxamide hydrochloride (Example 38A), 396.5 mg (3.24 mmol) of ethyl chloroacetate, 64.5 mg (0.39 mmol) of potassium iodide and 804.9 mg (5.82 mmol) of potassium carbonate are stirred under reflux in 20 ml of acetonitrile overnight. The Work-up takes place in analogy to the general working instructions 1, and after purification via preparative RP-HPLC (method 5) 1050 mg of the target compound are obtained.
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