N-Iodosuccinimide → HCID 58404694, compound

Participants

Reaction Steps

To a solution of 5-(benzyloxy)-7-phenylimidazo[1,2-a]pyridine (Compound 11-1) (60 mg, 0.20 mmol) in acetonitrile (4 mL) was added N-iodosuccinimide (59 mg, 0.26 mmol) at room temperature. The reaction was stirred at room temperature for 12 h, diluted with ethyl acetate, and washed with 1N aqueous sodium hydroxide. The organic layer was separated, and the aqueous layer was back extracted one time with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate/isohexane gradient) to give 5-(benzyloxy)-3-iodo-7-phenylimidazo[1,2-a]pyridine. 1H NMR (500 MHz, CDCl3) δ 7.55-7.59 (m, 4H), 7.54 (s, 1H), 7.36-7.47 (m, 7H), 6.34 (s, 1H), 5.34 (s, 2H). LRMS (ESI) calculated for C20H16IN2O [M+H]+, 427.0; found 426.9.

Provenance & Evidence