Water → HCID 86690641, compound

Participants

Reaction Steps

To a solution of N-[(4-bromo-2-fluoro-phenyl)methyl]-1-phenyl-N-(2,2,2-trifluoroethyl)ethanesulfonamide (307 mg, 0.67 mmol) in N,N-dimethylacetamide (5 mL) was added sodium hydride (60% in mineral oil) (33 mg, 0.81 mmol) and the reaction was stirred at ambient temperature for 1 hour. Iodomethane (0.063 mL, 1.0 mmol) was then added and the reaction was stirred at 75° C. for 16 hours. LCMS analysis showed a 1:1 mixture of starting material and product. Water was added and the reaction was diluted with EtOAc, washed with brine (×2), dried with MgSO4, concentrated an purified by silica gel column chromatography (0-10% EtOAc in heptane) to give 249 mg of an inseparable mixture of starting material and product. The mixture was used for the next step. LCMS (m/z) ES+ 471 [M+18]+ (starting material); LCMS (m/z) ES+ 485 [M+18]+ (product).

Provenance & Evidence