Potassium Iodide → ethyl [(3'-{[3-(diphenylmethyl)-6-oxopyridazin-1(6H)-yl]methyl}biphenyl-3-yl)oxy]acetate

Participants

Reaction Steps

To a solution of 6-(diphenylmethyl)pyridazin-3(2H)-one (97.2 mg) in DMF (2.7 mL) was added LiH (5.89 mg) at ambient temperature. After 5-minutes, ethyl [(3′-{[(methylsulfonyl) oxy]methyl}biphenyl-3-yl)oxy]acetate (135 mg) in DMF (1 mL) and potassium iodide (12.3 mg) were added to the solution at ambient temperature and stirred for 5 hours. The resulting mixture was quenched with 1M HCl aqueous solution and diluted with EtOAc. The organic layer was washed successively with water and brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:MeOH=100:0-97:3) to give ethyl [(3′-{[3-(diphenylmethyl)-6-oxopyridazin-1(6H)-yl]methyl}biphenyl-3-yl)oxy]acetate (187 mg) as a colorless gum.

Provenance & Evidence