Methanesulfonyl chloride → HCID 66582687, compound

Participants

Reaction Steps

To a solution of 1,1,1-trifluoro-2-(4-((2S)-2-(((1-methylethyl)amino)methyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol (0.150 g, 0.305 mmol) in CH2Cl2 (5.0 mL) was added 4-dimethylaminopyridine (7.5 mg, 0.062 mmol), methanesulfonyl chloride (0.05 mL, 0.61 mmol, Aldrich, St. Louis, Mo.), and Hünig's base (0.2 mL, 0.9 mmol). The reaction mixture was stirred at room 20 min and then the solvent was removed in vacuo. The crude product was purified by column chromatography (40 g of silica, 10% to 30% acetone in hexanes) to afford N-(1-methylethyl)-N-(((2R)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl)methanesulfonamide (0.110 g) as a mixture of two isomers:

Provenance & Evidence