HCID 67095889, compound → HCID 44195088, compound

Participants

Reaction Steps

A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (52 mg, 0.20 mmol) and of crude 6-bromo-2-(4-methyl-3-trifluoromethyl-phenyl)-cyclohexanone (70 mg, 0.21 mmol) in ethanol (2 mL) was heated to reflux under an atmosphere of nitrogen for 2 days. After cooling to room temperature the solvent was evaporated under reduced pressure and the residue was purified by reversed preparative HPLC using acetonitril/water (0.1% formic acid) to yield the title compound (17 mg, 15%) as a pale-brown oil. MS ISP (m/e): 499.0 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.64 (s, 1H), 7.42 (s, 1H), 7.33 (s, 1H), 7.20 (s, 2H), 7.09 (d, 1H), 6.82 (s, 1H), 6.65 (d, 1H), 4.04 (m, 1H), 3.52 (s, 3H), 2.77 (m, 2H), 2.44 (s, 3H), 2.29 (s, 3H), 2.22 (m, 1H), 1.78-2.03 (m, 3H).

Provenance & Evidence