[3-Bromo-1-(4-chloro-phenyl)-2-oxo-cyclohexyl]-acetonitrile → {4-(4-Chloro-phenyl)-2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-4,5,6,7-tetrahydro-benzothiazol-4-yl}-acetonitrile

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A suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (40.2 mg, 0.15 mmol) and of [3-bromo-1-(4-chloro-phenyl)-2-oxo-cyclohexyl]-acetonitrile (50.0 mg, 0.15 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 column chromatography on silica gel using dichloromethane/methanol/concentrated aqueous NH4OH solution (9:1:0.1 v/v/v) as eluent to yield the title compound (74 mg, 99%) as a yellow gum. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.62 (s, 1H), 7.56 (s, 1H), 7.37 (s, 1H), 7.28 (d, 2H), 7.16 (d, 2H), 6.89 (s, 1H), 3.76 (s, 3H), 3.19 (d, 1H), 3.03 (d, 1H), 2.72 (m, 2H), 2.30 (s, 3H), 2.19 (m, 1H), 1.89 (m, 2H), 1.60 (m, 1H).

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