Reacción #92126
ord-e1f848eb848d482caddb90e3c97e043a
Ecuación de reacción
Reactantes
Reactivos
Disolventes
Condiciones de reacción
Tratamiento posterior
- 1OtroInto a 50-mL round-bottom flask, was placed
- 2ExtracciónThe resulting solution was extracted with 3×50 mL of ethyl acetate
- 3SecadoThe mixture was dried over sodium sulfate
- 4Concentraciónconcentrated under vacuum
- 5OtroThis resulted in 235.9 mg (69%) of 4-([4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl]carbonyl)-1-(2,2,2-trifluoroethyl)piperazine-2,6-dione as a off-white solid
Procedimiento
Into a 50-mL round-bottom flask, was placed a solution of 4-([4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl]carbonyl)piperazine-2,6-dione (300 mg, 0.53 mmol, 1.00 equiv) in N,N-dimethylformamide (5 mL), K2CO3 (140 mg, 1.01 mmol, 2.00 equiv), 2,2,2-trifluoroethyl trifluoromethanesulfonate (240 mg, 1.03 mmol, 2.00 equiv). The resulting solution was stirred for 1 h at 20° C. The resulting solution was diluted with 50 mL of brine. The resulting solution was extracted with 3×50 mL of ethyl acetate and the organic layers combined. The mixture was dried over sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/5). This resulted in 235.9 mg (69%) of 4-([4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl]carbonyl)-1-(2,2,2-trifluoroethyl)piperazine-2,6-dione as a off-white solid. (ES, m/z): [M−H]− 648; 1H NMR (300 MHz, CDCl3) δ: 8.00-8.05 (m, 2H), 7.44-7.53 (m, 4H), 4.94-5.01 (m, 1H), 4.68 (s, 1H), 4.50-4.56 (m, 2H), 4.10-4.16 (m, 3H), 3.76 (d, J=17.4 Hz, 1H)