1-((5-(benzyloxy)-6-methylpyridin-2-yl)methyl)-3-cyclopropyl-4-nitro-1H-indazole → HCID 67251409, compound
Reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:16][N:17]2[C:25]3[C:20](=[C:21]([N+:26]([O-])=O)[CH:22]=[CH:23][CH:24]=3)[C:19]([CH:29]3[CH2:31][CH2:30]3)=[N:18]2)=[N:13][C:14]=1[CH3:15])C1C=CC=CC=1>CCO.[Pd]>[NH2:26][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[C:20]=1[C:19]([CH:29]1[CH2:31][CH2:30]1)=[N:18][N:17]2[CH2:16][C:12]1[N:13]=[C:14]([CH3:15])[C:9]([OH:8])=[CH:10][CH:11]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To 1-((5-(benzyloxy)-6-methylpyridin-2-yl)methyl)-3-cyclopropyl-4-nitro-1H-indazole (5.1 g, 12.3 mmol) in EtOH (100 mL) was carefully added Pd/C (10%, 1.5 g, 1.41 mmol). The reaction mixture was evacuated with N2 and H2 (three times each), and stirred under a H2 balloon for 3 hours. The reaction mixture was then evacuated with N2, filtered through Celite® and washed with MeOH. The filtrate was concentrated to give the desired product (86%) which was used in the next step without further purification.