2-(5-(3,4-dimethoxy-5-nitrophenyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)pyridine → 3-nitro-5-(1-(5-(trifluoromethyl)pyridin-2-yl)-1H-imidazol-5-yl)benzene-1,2-diol

Participants

Reaction Steps

2-(5-(3,4-dimethoxy-5-nitrophenyl)-1H-imidazol-1-yl)-5-(trifluoromethyl)pyridine (0.394 g, 1 mmol) was heated at 140° C. in 48% aqueous hydrogen bromide (6 mL) for 2.5 hours. The dark homogeneous solution was cooled to room temperature and volatiles were removed by evaporation to leave a pale brown crystalline solid that was dried over P2O5 under vacuum. Trituration of the resulting solid with diethyl ether gave 3-nitro-5-(1-(5-(trifluoromethyl)pyridin-2-yl)-1H-imidazol-5-yl)benzene-1,2-diol as a yellow crystalline solid, 0.263 g (72%).

Provenance & Evidence