Toluene → HCID 67399475, compound

Participants

Reaction Steps

To a solution of 3-{[4-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-3-fluoro-2-(2-fluoropyridin-3-yl)-1H-pyrrol-1-yl]sulfonyl}benzoic acid (256 mg) in tetrahydrofuran (2 mL) was added a 1.9 mol/L toluene solution (0.53 mL) of borane dimethylsulfide complex at room temperature, and the mixture was stirred for 24 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate. The separated aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→2:3) to give the title compound as a pale-yellow oil (yield 207 mg, 83%).

Provenance & Evidence