[NH:1]1[C:5]2[CH:6]=[N:7][CH:8]=[C:9]([C:10]#[N:11])[C:4]=2[CH:3]=[CH:2]1>[Ni].N.CO>[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][C:9]([CH2:10][NH2:11])=[C:4]2[CH:3]=[CH:2]1A mixture of 1H-pyrrolo[2,3-c]pyridine-4-carbonitrile (232 mg, 1.62 mmol) and Raney Ni (200 mg) in a solution of ammonia/MeOH (7N, 40 mL) was stirred at RT for 4 h. The reaction mixture was filtered and the wet cake was washed with MeOH (3×10 mL). The filtrate was concentrated under reduced pressure to afford 236 mg (99.0%) of (1H-pyrrolo[2,3-c]pyridin-4-yl)methanamine as yellow solid: MS (ESI) m/z: 148.3 [M+1]+.
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