HCID 67096234, compound → HCID 44195183, compound

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A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (39 mg, 0.15 mmol) and of crude 6-bromo-2-(4-chloro-3-trifluoromethyl-phenyl)-cyclohexanone (53 mg, 0.16 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 (22 mg, 29%) as a yellow gum. MS ISP (m/e): 518.8/520.9 (100/36) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.62 (s, 1H), 7.56 (s, 1H), 7.41 (d, 2H), 7.30 (s, 1H), 7.10 (d, 1H), 6.83-6.89 (m, 2H), 6.67 (d, 1H), 4.05 (m, 1H), 3.55 (s, 3H), 2.75 (m, 2H), 2.29 (s, 3H), 2.22 (m, 1H), 1.78-2.05 (m, 3H).

Provenance & Evidence