[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[C:13](=[O:18])[NH:14][N:15]=[CH:16][CH:17]=2)=[O:11])=[CH:4][CH:3]=1.IC.[C:28](=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[C:13](=[O:18])[N:14]([CH3:28])[N:15]=[CH:16][CH:17]=2)=[O:11])=[CH:4][CH:3]=1To a solution of (S)-4-(3-(4-bromophenyl)-3-o-tolylpropanoyl)pyridazin-3(2H)-one (293 mg, 679 μmol) in N,N-dimethylacetamide (4 mL) was added iodomethane (101 mg, 712 μmol) followed by potassium carbonate (103 mg, 746 μmol). The reaction mixture was stirred for 5½ h at room temperature and then partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated. Chromatography (SiO2, gradient heptane to heptane/ethyl acetate 1:1) produced the title compound (251 mg, 90%). White solid, MS: 411.2 [M+H]+.
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