[NH2:1][C:2]1[C:21]([C:22]2[CH:27]=[C:26]([C:28](=[O:34])[NH:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH:25]=[C:24]([NH2:35])[CH:23]=2)=[CH:20][C:5]2[C:6]([C:16]([NH:18][CH3:19])=[O:17])=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1.N1C=CC=CC=1.[CH3:42][S:43](Cl)(=[O:45])=[O:44]>C(Cl)Cl>[C:30]([NH:29][C:28]([C:26]1[CH:27]=[C:22]([C:21]2[C:2]([NH:1][S:43]([CH3:42])(=[O:45])=[O:44])=[CH:3][C:4]3[O:8][C:7]([C:9]4[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=4)=[C:6]([C:16]([NH:18][CH3:19])=[O:17])[C:5]=3[CH:20]=2)[CH:23]=[C:24]([NH:35][S:43]([CH3:42])(=[O:45])=[O:44])[CH:25]=1)=[O:34])([CH3:31])([CH3:32])[CH3:33]To a solution of 6-amino-5-(3-amino-5-(tert-butylcarbamoyl)phenyl)-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (100 mg) and pyridine (0.170 mL) in CH2Cl2 (10 mL) was added methanesulfonyl chloride (72.4 mg) slowly at 0° C. The mixture was stirred at room temperature for 16 hours. The reaction was quenched with aqueous NaHCO3 and extracted with CH2Cl2. The organic layer was concentrated and the residue was purified by preparative HPLC to give 5-(3-(tert-butylcarbamoyl)-5-(methylsulfonamido)phenyl)-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide 4 (92 mg).
Loading…