m-Chloroperbenzoic acid → 3-(4-Chlorophenyl)-3-{5-fluoro-7-[(methylsulfinyl)methyl]-1H-indol-3-yl}propan-1-ol

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Reaction Steps

75.0 mg (0.21 mmol) of the compound from Example 9 were introduced into 12 ml of dichloromethane at 0° C., 50.8 mg (0.21 mmol) of 70% pure meta-chloroperbenzoic acid were added, and the mixture was stirred at RT overnight. It was concentrated, and the residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 25 mg (30% of theory) of the title compound which are contaminated with meta-chlorobenzoic acid. It was taken up in ethyl acetate, washed with saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated to result in 23 mg (29% of theory) of the title compound as mixture of diastereomers.

Provenance & Evidence