Boron tribromide → HCID 44183857, compound

Participants

Reaction Steps

5-(3-[(1S)-2-Methoxy-1-methylethoxy]-5-{5-[(5S)-5-methyl-4,5-dihydro-1,3-oxazol-2-yl]-1H-pyrrol-2-yl}phenoxy)-2-(methylsulfonyl)pyridine (310 mg, 0.638 mmol) synthesized in Example (76c) was dissolved in methylene chloride (7.0 mL), and boron tribromide (1.0 mol/L dichloromethane solution, 1.00 mL, 1.0 mmol) was added dropwise at −78° C., followed by stirring at room temperature for 1 hour under nitrogen atmosphere. To this reaction solution, a saturated aqueous ammonium chloride solution (20 mL) was added, and extraction was carried out with methylene chloride (20 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: methanol/methylene chloride=1%-3%) to afford the desired compound (245 mg, yield 81%) as a white solid.

Provenance & Evidence