[3-Bromo-1-(4-chloro-phenyl)-2-oxo-cyclohexyl]-acetonitrile → 5-[4-(4-Chloro-phenyl)-4-cyanomethyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamino]-2-(4-methyl-imidazol-1-yl)-benzonitrile

関与物質

反応手順

A suspension of [3-cyano-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea (39.4 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 (34 mg, 46%) as a yellow gum. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.41 (s, 1H), 7.95 (s, 1H), 7.89 (d, 1H), 7.69 (s, 1H), 7.31 (t, 2H), 7.12 (d, 2H), 7.00 (d, 1H), 3.23 (d, 1H), 3.02 (d, 1H), 2.73 (m, 2H), 2.31 (s, 3H), 2.17 (m, 1H), 1.88 (m, 2H), 1.60 (m, 1H).

情報源と証拠