HCID 67096141, compound → HCID 44195091, compound

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A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (72 mg, 0.27 mmol) and of crude 6-bromo-2-(2,5-dimethyl-phenyl)-cyclohexanone (81 mg, 0.29 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 (11 mg, 9%) as an off-white solid. MS ISP (m/e): 445.3 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.60 (s, 1H), 7.35 (s, 1H), 7.09 (d, 1H), 7.03 (d, 1H), 2.34 (s, (d, 1H), 6.82 (s, 1H), 6.69 (s, 1H), 6.62 (d, 1H), 4.21 (m, 1H), 3.53 (s, 3H), 2.78 (m, 2H), 2.34 (s, 3H), 2.28 (s, 3H), 2.23 (s, 3H), 2.15 (m, 1H), 1.75-2.05 (m, 3H).

Provenance & Evidence