HCID 66621468, compound → HCID 66621296, compound

Participants

Reaction Steps

To a mixture of 2-(3-nitrophenyl)benzo[d]oxazole-4-carboxamide (700 mg, 2.47 mmol) in methanol (30 mL) was added Raney Ni (2 g). The mixture was purged with hydrogen and stirred at room temperature for 5 hr. Then the mixture was filtered and washed with methanol; the filtrate was evaporated under reduced pressure and purified by silica gel chromatography to obtain 2-(3-aminophenyl)benzo[d]oxazole-4-carboxamide as a yellow solid (265 mg, yield 42%). 1H-NMR (400 MHz, DMSO-d6) δ 5.57 (s, 2H), 6.83-6.86 (dd, J1=8 Hz, J2=2 Hz, 1H), 7.25-7.29 (t, J=8 Hz, 1H), 7.42-7.44 (d, J=8 Hz, 1H), 7.51-7.56 (m, 2H), 7.96-8.00 (t, J=8 Hz, 2H), 8.07 (s, 1H), 8.47 (s, 1H); LC-MS (ESI) m/z 254 [M+1]+.

Provenance & Evidence