Trimethylsilyl iodide → HCID 67209859, compound

Participants

Reaction Steps

A mixture of 6-Methoxy-1-methyl-3-phenyl-4-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine (70 mg, 0.23 mmol), trimethylsilyl iodide (686 mg, 3.43 mmol) and DMAP (3 mg, 0.01 mmol) in chloroform (3 ml) was heated at reflux for 3 days. The reaction mixture was concentrated under reduced pressure. To the mixture water was added and the solution was extracted with EtOAc. The organic layer was washed with water, saturated aqueous sodium bisulfite solution and brine, filtered and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure. The crude product was purified by flash column chromatography (20% EtOAc in hexane) to yield the title compound (43 mg, 64%). [LCMS RtC=0.45 min; [M+H]+=292.8]

Provenance & Evidence