Triphenylphosphine → HCID 66740635, compound

Participants

Reaction Steps

To a mixture of 5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole-2-thiol (136 mg, 0.36 mmol, 1.0 eq), (4-(2-(tert-butyldimethylsilyloxy)ethoxy)-2,6-difluorophenyl)methanol (115 mg, 0.36 mmol, 1.0 eq) and triphenylphosphine (140 mg, 0.54 mmol, 1.5 eq) in dry THF (2 mL) was added diisopropylazodicarboxylate (0.1 mL). After stirring 16 h, the reaction mixture was concentrated and purified by chromatography (silica, 0-50% EtOAc/Hex) to afford 2-(4-(2-(tert-butyldimethylsilyloxy)ethoxy)-2,6-difluorobenzylthio)-5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole (161 mg, 66%). 1H NMR (400 MHz, CDCl3) δ 7.56 (s, 1H), 7.11 (d, J=7.9 Hz, 1H), 6.76 (dd, J=8.9, 7.8 Hz, 2H), 6.39-6.23 (m, 6H), 4.61 (s, 2H), 3.94-3.80 (m, 4H), 3.69 (s, 3H), 1.45 (s, 6H), 1.26-1.15 (m, 3H), 0.81 (s, 9H), 0.00 (s, 6H).

Provenance & Evidence