反应详情

To a solution of 4-{5-[3-(trifluoromethyl)-4-(2,2,2-trifluoro-1-methylethoxy)phenyl]-1,2,4-oxadiazol-3-yl}indoline (100 mg) in DMF (1.0 ml) was added 60% NaH (10.9 mg) at 0° C., followed by stirring at room temperature for 0.5 hour. Acetyl chloride (24.1 μl) was added thereto at 0° C., followed by stirring at room temperature for 3 hours. To the reaction solution was added water (30 ml), followed by extraction three times with EtOAc (20 ml). The organic layer was washed with saturated brine, dried over anhydrous MgSO4, and then filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (automatic purifier, n-hexane:EtOAc=90:10 to 60:40) to obtain 1-acetyl-4-{5-[3-(trifluoromethyl)-4-(2,2,2-trifluoro-1-methylethoxy)phenyl]-1,2,4-oxadiazol-3-yl}indoline (56.8 mg) as a white crystal.

1. customat 0° C.
2. stirringby stirring at room temperature for 3 hours
3. extractionfollowed by extraction three times with EtOAc (20 ml)
4. washThe organic layer was washed with saturated brine
5. dry with materialdried over anhydrous MgSO4
6. filtrationfiltered
7. concentrationthe filtrate was concentrated
8. customThe residue was purified by silica gel column chromatography (automatic purifier, n-hexane:EtOAc=90:10 to 60:40)