Dichloromethane → HCID 22646606, compound

Participants

Reaction Steps

4-(4-Chloro-2-fluoroanilino)-7-methoxy-6-(2-methoxyethylthio)quinoline (175 mg, 0.45 mmol), (prepared as described in Example 62), was dissolved in methanol (40 ml), OXONE, (trade mark of E.I. du Pont de Nemours & Co.,Inc), (230 mg in 5 ml of water) was added and the mixture was stirred at ambient temperature for 30 minutes. More OXONE, (trade mark of E.I. du Pont de Nemours & Co.,Inc), (60 mg) was added and the mixture was stirred for a further hour. The mixture was diluted with 100 ml of water and extracted with methylene chloride (3×100 ml). The combined extracts were washed with brine, dried by passing through phase separating paper and the volatiles were removed by evaporation. The solid was purified on a Mega Bond Elute (trade mark of Varian Sample Preparation Products) column using first methylene chloride (100%) and gradually increasing the solvent polarity up to methylene chloride/methanol (95/5). The volatiles were removed by evaporation to give 4-(4-chloro-2-fluoroanilino)-7-methoxy-6-(2-methoxyethylsulphinyl)quinoline (120 mg, 66%).

Provenance & Evidence