Azanium;hydrate → 2-(3-((2-(Dimethylamino)ethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxamide

Participants

Reaction Conditions

Reaction Steps

Methyl 2-(3-((2-(dimethylamino)ethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxylate (100 mg, 0.28 mmol) and ammonium water (58.8 mg, 1.68 mmol) were added to ethanol (30 mL) and the mixture was stirred at 30° C. for 1 hr. Evaporation under reduced pressure and purification with pre-HPLC gave 2-(3-((2-(dimethylamino)ethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxamide (10.0 mg, yield 11%). 1H-NMR (400 MHz, DMSO-d6) δ 2.85 (s, 6H), 3.37-3.42 (d, J=20 Hz, 4H), 4.36 (s, 2H), 7.48-7.52 (t, J=8 Hz, 1H), 7.71-7.97 (m, 6H), 8.35-8.37 (d, J=8 Hz, 1H), 8.43 (s, 1H); LC-MS (ESI) m/z 339 [M+1]+.

Provenance & Evidence