Sodium Iodide → 7-(3,5-Difluorophenyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isoxazole

Participants

Reaction Steps

To a suspension of NaI (1.54 g, 10.3 mmol) in CH3CN (20 mL) was added TMSCl (1.12 g, 10.27 mmol) and a solution of 7-(3,5-difluorophenyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isoxazol-7-ol (691 mg, 1.6 mmol) in CH3CN (1.0 mL) The reaction mixture was stirred at 60° C. overnight, cooled, and partitioned between water and DCM. The organic phase was washed with 10% aq. Na2S2O3, water, and brine, dried over MgSO4 and concentrated. The crude product was purified by silica gel chromatography using 0-5% MeOH in DCM as solvent to afford 445 mg of the title product.

Provenance & Evidence