4-Toluenesulfonyl chloride → HCID 58804025, compound

Participants

Reaction Steps

Add N,N-dimethylaminopyridine (119 mg, 0.974 mmol), p-toluenesulfonyl chloride (465 mg, 2.44 mmol) and triethylamine into an ice-cold solution of [1-(3,5-bis-trifluoromethyl-benzyl)-5-morpholin-4-yl-1H-[1,2,3]triazol-4-yl]-[3-(2-chlorophenyl)-5-hydroxymethyl-isoxazol-4-yl]-methanone (1.0 g, 1.62 mmol) in dichloromethane (5.0 mL) and THF (5.0 mL). Warm the mixture to RT. After 1 h., concentrate in vacuo. Dilute the mixture with dichloromethane (50 mL) and wash with water (3×40 mL). Dry (MgSO4), filter, and concentrate in vacuo. Purify the residue by flash chromatography on silica gel to provide the title compound (59% yield) as a brown oil. MS (ES) 634.1 (M++1); TLC Rf=0.5 (50% EtOAc in hexanes).

Provenance & Evidence