CC[N:3]([CH:7]([CH3:9])C)[CH:4]([CH3:6])[CH3:5].BrCC(C1[CH:22]=[C:21]2[C:17]([CH:18]=[N:19][NH:20]2)=[CH:16][CH:15]=1)=O.[NH2:23][C:24]1[CH:32]=[CH:31]C(C(O)=O)=[CH:26][C:25]=1[N+:33]([O-:35])=[O:34].CC(O)=O.C[N:41](C=O)C>O>[NH:20]1[C:21]2[C:17](=[CH:16][CH:15]=[C:6]([C:4]3[NH:3][C:7]([C:9]4[CH:31]=[CH:32][C:24]([NH2:23])=[C:25]([N+:33]([O-:35])=[O:34])[CH:26]=4)=[N:41][CH:5]=3)[CH:22]=2)[CH:18]=[N:19]1DIEA (0.7 mL, 3.6 mmol) was added to a solution of 2-bromo-1-(1H-indazol-6-yl)ethanone (3 mmol) and 4-amino-3-nitrobenzoic acid (0.643 g, 3.5 mmol) in DMF (10 mL) and the solution was stirred at room temperature for 2 h. NH4OAc (5 g, 65 mmol) was added to the solution, followed by HOAc (10 mL) and the mixture was stirred at 140° C. for 2 h. The mixture was cooled to room temperature and poured into H2O (30 mL). The precipitate was collected by filtration, washed with H2O (10 mL) and dried under reduced pressure to afford 4-[5-(1H-indazol-6-yl)-1H-imidazol-2-yl]-2-nitrophenylamine (0.56 g).
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