[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([NH2:14])[S:11][C:12]=2[CH3:13])=[CH:4][CH:3]=1.[CH3:15][O:16][CH2:17][CH2:18][Br:19]>>[BrH:19].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]([CH2:18][CH2:17][O:16][CH3:15])[C:10](=[NH:14])[S:11][C:12]=2[CH3:13])=[CH:6][CH:7]=1A mixture of 4-(4-chlorophenyl)-5-methyl-thiazol-2-ylamine (420 mg, 1.87 mmol) and 2-bromoethyl methyl ether (600 μL, 6.40 mmol) was processed according to the method of Example 12A to provide the title compound: MS (DCI/NH3) m/z 283 (M+H)+.
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