3-(Trifluoromethyl)benzylamine → 3-(3,5-Dibromo-4-(4-methoxybenzyloxy)phenyl)-N-(3-(trifluoromethyl)benzyl)-1,2,4-oxadiazole-5-carboxamide

Participants

Reaction Steps

Ethyl 3-(3,5-dibromo-4-(4-methoxybenzyloxy)phenyl)-1,2,4-oxadiazole-5-carboxylate (2.6 g, 50 mmol) was heated at reflux with 3-(trifluoromethyl)benzylamine (1.75 g, 100 mmol) in ethanol (30 mL) for 7 h. The mixture was cooled and filtered. The solid was washed with cold ethanol and dried to give the title compound (3.1 g) as a colourless powder. 1H NMR δ (ppm) (DMSO-d6): 3.81 (3 H, s), 4.62 (2 H, d), 5.04 (2 H, s), 6.99 (2 H, d), 7.51 (2 H, d), 7.61-7.73 (3 H, m), 7.79 (1 H, s), 8.31 (2H, s), 10.11 (1 H, t).

Provenance & Evidence