Iodine → HCID 71548691, compound

Participants

Reaction Steps

To iodine (111 mg, 0.438 mmol) in dichloromethane (2 mL) was added triphenylphosphine (121 mg, 0.46 mmol). After 5 min triethylamine (0.122 mL, 0.876 mmol) was added. After 5 min a solution of the product from Step B (100 mg, 0.219 mmol) in dichloromethane (2 mL) was added. After stirring at ambient temperature for 1 h, a 1:1 mixture of saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium thiosulfate (5 mL) was added. The biphasic mixture was stirred for 10 min, the layers were separated and the aqueous phase extracted with dichloromethane (3×5 mL). The combined organic phases were washed with saturated aqueous brine (1×5 mL), dried with anhydrous sodium sulfate, filtered and the solvent removed in vacuo. The yellow oil was purified by reverse phase HPLC(YMC Pro-C 18 column, gradient elution, 20% to 100% acetonitrile/water with 0.1% TFA) to afford the title compound as a colorless amorphous solid. LC/MS 439.1 (M+1). IC50 value=C rating.

Provenance & Evidence