反应详情

温度

25 °C

Into a 25-mL round-bottom flask, was placed a solution of 4-[(4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl)carbonyl]piperazine-2,6-dione (70 mg, 0.12 mmol, 1.00 equiv) in N,N-dimethylformamide (2 mL), 1-iodopropane (32 mg, 0.19 mmol, 2.00 equiv), potassium carbonate (59 mg, 0.43 mmol, 3.00 equiv). The resulting solution was stirred for 2 h at 25° C. The reaction was then quenched by the addition of 10 mL of water. The resulting solution was extracted with 2×10 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:2). This resulted in 31 mg (41%) of 4-[(4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl)carbonyl]-1-propylpiperazine-2,6-dione as a white solid. (ES, m/z): [M+CH3CN]+ 685.0; 1H NMR (300 MHz, CDCl3): δ 7.79-7.84 (m, 2H), 7.73-7.87 (m, 3H), 7.46 (d, J=7.8 Hz, 1H), 4.86 (d, J=19.4 Hz, 1H), 4.56 (d, J=18.3 Hz, 1H), 4.19 (d, J=17.4 Hz, 1H), 4.05 (s, 2H), 3.75-3.81 (m, 3H), 1.52-1.64 (m, 2H), 0.93 (t, J=7.2 Hz, 3H).

1. customInto a 25-mL round-bottom flask, was placed
2. customThe reaction was then quenched by the addition of 10 mL of water
3. extractionThe resulting solution was extracted with 2×10 mL of ethyl acetate
4. concentrationconcentrated under vacuum
5. customThis resulted in 31 mg (41%) of 4-[(4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(trifluoromethyl)phenyl)carbonyl]-1-propylpiperazine-2,6-dione as a white solid