Acetic Acid → HCID 9890141, compound

Participants

Reaction Conditions

Reaction Steps

Hydrogen peroxide in water (0.42 ml of 30% w/v, 3.75 mmol) was added to a solution of ethyl 3-(phenylsulfanyl)-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate (Example 1, 633 mg, 1.5 mmol) in acetic acid (4.5 ml). The mixture was heated to 100° C. for 90 minutes. The solvents were removed by evaporation under reduced pressure, and the residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The organic layer was separated, dried (magnesium sulfate) and concentrated under vacuo, and the residue flash chromatographed on silica gel using 1% methanol in dichloromethane as eluant. The less polar product was isolated and crystallised from dichloromethane and diethyl ether to give the title compound as a colourless solid (230 mg).

Provenance & Evidence