Trifluoromethanesulfonyl chloride → HCID 66793888, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-bromo-3-pyridinemethanamine (CAS#135124-70-8, 170 mg, 0.65 mmol) in dichloromethane (5 mL) at 0° C. was added diisopropylethylamine (0.55 mL, 3.25 mmol) and trifluoromethanesulfonyl chloride (0.083 mL, 0.78 mmol). The reaction was stirred at 0° C. for 15 minutes and then warmed to room temperature and stirred for an additional 30 minutes. The reaction was then diluted with saturated aqueous sodium bicarbonate and brine, and then further diluted with dichloromethane. The layers were separated and the aqueous layer was extracted two additional times with dichloromethane, and the organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated to provide N-(5-bromo-pyridin-3-ylmethyl)-C,C,C-trifluoro-methanesulfonamide with out the need for further purification. MS: (ES+) m/z 318.9 (M+H)+.

Provenance & Evidence