Sodium methanesulfinate → HCID 52933354, compound

Participants

Reaction Conditions

Reaction Steps

A microwave tube is charged with 6-bromo-1-(4-fluorophenyl)-1H-indole-4-carboxylic acid [(S)-1-(6-bromopyridin-3-yl)-propyl]-amide (90.0 mg, 0.170 mmol, prepared as described in Example 5), copper (I) iodine (143 mg, 0.75 mmol) and sodium methanesulfinate (77 mg, 0.75 mmol) in DMSO (20 mL). The tube is capped and the solution is degassed with argon for 3 minutes. The mixture is warmed in a microwave reactor at 130° C. After 40 minutes, the reaction is diluted with saturated aqueous ammonium chloride (100 mL), saturated aqueous sodium bicarbonate (50 mL) and extracted with EtOAc. The combined organic layers are washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude mixture is purified by reversed-phase HPLC to afford the title compound.

Provenance & Evidence