Methyl iodide → HCID 71542819, compound

Participants

Reaction Steps

To a stirred solution of (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,4-dimethoxyphenylcarbamoyloxy)ethyl)pyridine 1-oxide (127.5 mg, 0.21 mmol) in anhydrous THF (4 ml) and cooled at 0° C., sodium hydride (10.21 mg, 0.255 mmol) and iodomethane (0.016 ml, 0.255 mmol) were sequentially added. The cold bath was removed and the mixture was stirred at RT for 2 hours. Then the reaction was quenched with iced water and extracted with EtOAc. The combined organic layer were washed with brine, dried over Na2SO4 and evaporated. Purification of the resulting crude by flash chromatography on silica gel (DCM:MeOH 100:2) afforded the desired product as a white solid (95 mg, 0.155 mmol, 72.8% yield, [α]D=+21.41, c 0.569, DCM)

Provenance & Evidence