C(OC(=O)[N:7]([CH:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][N:27]2[C:36]3[C:31](=[C:32](Br)[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=3)[CH:30]=[CH:29][C:28]2=[O:40])[CH2:21][CH2:20]1)[CH2:8][C:9]1[CH:18]=[CH:17][C:12]2[O:13][CH2:14][CH2:15][O:16][C:11]=2[CH:10]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[O:13]1[C:12]2[CH:17]=[CH:18][C:9]([CH2:8][NH:7][CH:19]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][N:27]4[C:36]5[C:31](=[CH:32][CH:33]=[C:34]([O:37][CH3:38])[CH:35]=5)[CH:30]=[CH:29][C:28]4=[O:40])[CH2:21][CH2:20]3)=[CH:10][C:11]=2[O:16][CH2:15][CH2:14]1To 2 mL of a dichloromethane solution containing 20 mg of tert-butyl(1-(2-(5-bromo-7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4- yl)(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)carbamate, 1 mL of trifluoroacetic acid was added and stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, chloroform and water were added, and adjusted to pH 13 with 20% aqueous sodium hydroxide solution. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and extracts were combined, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 16 mg of 5-bromo-1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl-7-methoxyquinolin-2(1H)-one as a light brown oil.
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