[CH3:1][N:2]([CH3:37])[S:3]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[C:17]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)=[N:18][C:19]3[C:24]([N:25]=1)=[CH:23][C:22]([C:26]([O:28]C)=[O:27])=[CH:21][CH:20]=3)[CH2:11][CH2:10][CH2:9]2)(=[O:5])=[O:4].[OH-].[Na+]>CO.O>[CH3:1][N:2]([CH3:37])[S:3]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[C:17]([C:30]3[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=3)=[N:18][C:19]3[C:24]([N:25]=1)=[CH:23][C:22]([C:26]([OH:28])=[O:27])=[CH:21][CH:20]=3)[CH2:11][CH2:10][CH2:9]2)(=[O:4])=[O:5]To a solution of methyl 3-[6-(dimethylsulfamoyl)-1,2,3,4-tetrahydroquinolin-1-yl]-2-(4-fluorophenyl)quinoxaline-6-carboxylate (120 mg, 0.23 mmol) in methanol (30 mL) and water (2 mL) was added sodium hydroxide (36.9 mg, 0.92 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated under vacuum, dissolved in water (30 mL) and adjusted to pH 5 with hydrogen chloride (3 N). The solids were collected by filtration to afford 3-[6-(dimethylsulfamoyl)-1,2,3,4-tetrahydroquinolin-1-yl]-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a light yellow solid (43.5 mg, 37%).
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