m-Chloroperbenzoic acid → HCID 9967967, compound

Participants

Reaction Steps

A solution of 6-fluoro-5-(2-hydroxy-ethylsulfanyl)-3-(1H-pyrrol-2-yl)-1H-benzo[cd]indol-2-one (from Example 36 above) (15 mg, 0.05 mmol) in THF (approximately 7 mL) was treated with mCPBA (Acros, 14 mg, 0.06 mmol, 75%). After 20 minutes, the reaction mixture was diluted with ethyl acetate and washed with aqueous saturated Na2S2O3 and aqueous saturated NaHCO3. The organic layer was dried over Na2SO4 and concentrated. The resulting residue was purified by flash chromatography (silica gel, 0-100% ethyl acetate in hexanes gradient), followed by precipitation out of THF with excess pentane to give 6-fluoro-5-(2-hydroxy-ethanesulfinyl)-3-(1H-pyrrol-2-yl)-1H-benzo[cd]indol-2-one as a yellow solid. (Yield 15 mg, 96%).

Provenance & Evidence