Water → HCID 12018153, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(1-methylindol-3-yl)-4-[3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethylsulfanyl)phenyl]-1H-pyrrole-2,5-dione (100 mg, 0.22 mmol) in methanol (20 mL) and water (5 mL) was added oxone in 5 mL of water at 0° C. The resulting suspension was stirred at 0° C. for 30 min., and was allowed to warm to rt and stirred for 5 h. The reaction mixture was then poured into ice water and extracted with dichloromethane. The organic layer was washed with NaS2O3 (15% aq.), NaCl (sat.) and dried over sodium sulfate. Preparative TLC with 2/4/4 of acetone/dichloromethane/hexane gave 40 mg of 3-(1-methylindol-3-yl)-4-[3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethylsulfonyl)phenyl]-1H-pyrrole-2,5-dione. MS (ESI): (M+H)+ 481.

Provenance & Evidence