4-phenyl-1-(triphenylmethyl)-1H-imidazole → (5-ethyl-2-fluoro-3-morpholinophenyl)(4-phenyl-1-trityl-1H-imidazol-2-yl)methanol

Participants

Reaction Conditions

Reaction Steps

To a solution of Intermediate 8.1 (122 mg, 0.316 mmol) in 2 mL THF at 0° C., was added BuLi (1.6 M in THF, 0.236 mL, 0.379 mmol). The mixture was stirred at 0° C. for 45 min, then a solution of Intermediate 406.1 (75 mg, 0.316 mmol) in 0.9 mL THF was added dropwise. The mixture was stirred at rt for 30 min, then was quenched with sat. NH4Cl. The mixture was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 60% EtOAc/hexanes gradient) to afford 162 mg of Intermediate 406.2 as a colorless glass. LCMS (2 min gradient) RT=1.93 min, 624.26 (M+H)+.

Provenance & Evidence