HCID 86663049、化合物 → HCID 86663051、化合物
反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:18]([O:20][CH3:21])=[O:19])[C:5]2[NH:6][C:7]3[CH:8]=[C:9]([N+:15]([O-])=O)[CH:10]=[CH:11][C:12]=3[C:13]=2[N:14]=1>[Ni].C1COCC1>[NH2:15][C:9]1[CH:10]=[CH:11][C:12]2[C:13]3[N:14]=[C:2]([Br:1])[CH:3]=[C:4]([C:18]([O:20][CH3:21])=[O:19])[C:5]=3[NH:6][C:7]=2[CH:8]=1参加物
4
実験手順
A suspension of methyl 2-bromo-7-nitro-5H-pyrido[3,2-b]indole-4-carboxylate (1.00 g, 2.86 mmol) and Raney nickel (1.0 g, 17 mmol, 2800 nickel slurry in water) was stirred in THF (50 mL) under H2 (balloon) for 1.5 hr. This was filtered and the filter cake was washed with warn THF (100 mL). Removal of the solvent left methyl 7-amino-2-bromo-5H-pyrido[3,2-b]indole-4-carboxylate (700 mg, 2.08 mmol, 73% yield) as a solid. MS (ESI) m/z 321.94 (M+H). 1H NMR (500 MHz, DMSO-d6) δ ppm 11.27 (1H, br. s.), 7.78 (1H, d), 7.62 (1H, s), 6.79 (1H, br. s.), 6.60 (1H, d, J=8.5), 5 84 (2H, br. s.), 4.00 (3H, s).