m-Chloroperbenzoic acid → 2,3-Dimethyl-5-methylsulfinyl-7-phenacylpyrrolo[2,3-b]pyridine

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Reaction Steps

A solution of 2,3-dimethyl-5-methylthio-7-phenacylpyrrolo[2,3-b]pyridine (35 mg, 0.1 mmol) in 20 ml CH2Cl2 was cooled to -20° C. an treated with 71% m-CPBA (27 mg, 0.1 mmol) for 30 min. The volume was adjusted 50 ml with CH2Cl2 and the organic layer washed twice with 50 ml 5% Na2CO3 and once with 2M HCl (reextraction trice with 25 ml CH2Cl2). The organic layer was dried over MgSO4 and evaporated leaving 15 mg (41%) pure title compound.

Provenance & Evidence