Azanium;hydrate → 2-(1H-indol-2-yl)benzo[d]oxazole-7-carboxamide

Participants

Reaction Steps

Methyl 2-(1H-indol-2-yl)benzo[d]oxazole-7-carboxylate (70 mg, 0.24 mmol) in ammonium water (10 mL) was stirred at 35° C. overnight. Then the suspension was filtered, and the solid was purified by column chromatography (silica gel, petroleum ether:ethyl acetate 1:1) to obtain 2-(1H-indol-2-yl)benzo[d]oxazole-7-carboxamide as a solid (32 mg, yield 51%). 1H-NMR (400 MHz, DMSO-d6) δ 6.54 (s, 1H), 7.11-7.13 (t, J=8 Hz, 1H), 7.26-7.30 (t, J=8 Hz, 1H), 7.48-7.54 (dd, J1=16 Hz, J2=8 Hz, 2H), 7.70-7.72 (d, J=8 Hz, 1H), 7.84-7.86 (d, 1H), 7.88 (brs, 1H), 7.93-7.95 (d, J=8 Hz, 1H), 8.01 (brs, 1H), 12.47 (brs, 1H); LC-MS (ESI) m/z 278 [M+1]+.

Provenance & Evidence