Boron tribromide → HCID 58065518, compound

Participants

Reaction Conditions

Reaction Steps

(5S)-2-[5-(3-[(1S)-2-Methoxy-1-methylethoxy]-5-{[5-(methylsulfonyl)pyrazin-2-yl]oxy}phenyl)-1H-pyrrol-2-yl]-5-methyl-4,5-dihydro-1,3-oxazol-4-ol (410 mg, 0.816 mmol) synthesized in Example (103d) was dissolved in methylene chloride (20 mL), and cooled to −78° C. Boron tribromide (1.0 mol/L methylene chloride solution, 2.04 mL, 2.04 mmol) was added, and stirring was carried out for 2 hours with the temperature being raised gradually to room temperature. A saturated aqueous sodium hydrogencarbonate solution (20 mL) was added, and extraction was carried out twice 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=2%-10%) to afford the desired product (362 mg, yield 91%) as a white solid.

Provenance & Evidence