Ammonium Chloride → HCID 58443408, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-bromo-6-trifluoromethyl-pyridine (480 mg, 2.2 mmol) in anhydrous diethyl ether (20 mL) at −78° C. is added n-butyllithium (1.6 M in hexanes, 1.5 mL, 2.4 mmol) dropwise over 20 min. After stirring at −78° C. for 30 min, (S)-2-methyl-propane-2-sulfinic acid butylideneamide is added. The resultant mixture is stirred at −78° C. for 30 min and is then allowed to warm gradually to room temperature overnight. The reaction mixture is poured into saturated aqueous ammonium chloride solution (30 mL) and extracted with EtOAc (3×30 mL). The combined organic phases are dried over magnesium sulfate, filtered and concentrated in vacuo to afford (S,S)-2-methyl-propane-2-sulfinic acid 1-(6-trifluoromethyl-pyridin-2-yl)-butylamide as a yellow oil (290 mg, 42%).

Provenance & Evidence