Potassium Carbonate → 2-(4-bromo-2,6-difluorobenzylthio)-5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole

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Reaction Steps

A mixture of 5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole-2-thiol (1.5 g, 4.0 mmol, 1.0 eq), 5-bromo-2-(bromomethyl)-1,3-difluorobenzene (1.37 g, 4.8 mmol, 1.2 eq) and potassium carbonate (830 mg, 6.0 mmol, 1.5 eq) in acetone (20 mL) was stirred at room temperature overnight. The mixture was filtered and the filtrate was concentrated and purified by chromatography (silica, 0 to 60% EtOAc/Hex) to provide 2-(4-bromo-2,6-difluorobenzylthio)-5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole (1.96 g (85%) as a beige solid: 1H NMR (400 MHz, CDCl3) δ 7.56 (s, 1H), 7.27-7.20 (m, 1H), 7.10-7.00 (m, 2H), 6.93-6.82 (m, 2H), 6.51-6.44 (m, 2H), 6.42-6.32 (m, 2H), 4.59 (s, 2H), 3.81-3.76 (m, 3H), 1.55 (d, J=10.3 Hz, 6H).

Provenance & Evidence