[F:1][C:2]1[CH:32]=[C:31]([N+:33]([O-])=O)[CH:30]=[CH:29][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[C:14]([NH:16][CH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)=[O:15])[N:10]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][O:24]1)[N:9]=[CH:8]2>CO.[Pd]>[NH2:33][C:31]1[CH:30]=[CH:29][C:3]([O:4][C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][C:13]=2[C:14]([NH:16][CH:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[O:15])[N:10]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][O:24]2)[N:9]=[CH:8]3)=[C:2]([F:1])[CH:32]=1To a solution of 5-(2-fluoro-4-nitrophenoxy)-1-(tetrahydro-2H-pyran-2-yl)-N-(tetrahydro-2H-pyran-4-yl)-1H-indazole-6-carboxamide (0.49 g, 1.0 mmol) in MeOH (50 mL) is added Pd/C (100 mg, 10% wt) under N2. The resulting mixture is degassed by evacuation and backfilled with nitrogen. Then the reaction mixture is stirred at RT under H2 atmosphere overnight. The solid is removed by filtration and the filtrate is concentrated to give a crude product (0.42 g, 91.4% yield). MS (m/z): 455.1 (M+H).
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