HCID 67095892, compound → HCID 44195090, compound

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A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (63 mg, 0.24 mmol) and of crude 6-bromo-2-(2,5-difluoro-phenyl)-cyclohexanone (73 mg, 0.25 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 (53 mg, 49%) as an off-white solid. MS ISP (m/e): 453.3 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.88 (s, 1H), 7.50 (s, 1H), 7.09 (d, 1H), 6.99 (m, 1H), 6.80-6.88 (m, 2H), 6.75 (d, 1H), 6.67 (m, 1H), 4.35 (m, 1H), 3.59 (s, 3H), 2.76 (m, 2H), 2.37 (s, 3H), 2.22 (m, 1H), 1.70-1.98 (m, 3H).

Provenance & Evidence