反应详情

温度

40 °C

To a mixture of 4-(5-methyl-1,3,4-oxadiazol-2-yl)aniline (0.220 g, 1.26 mmol) and anhydrous DMF (1.9 mL) was added N-chlorosuccinimide (0.168 g, 1.26 mmol). The reaction mixture was heated at 40° C. for 1.5 hours under argon before cooling to room temperature and partitioning between EtOAc (90 mL) and saturated aqueous NaHCO3 (15 mL). The organic layer was washed with saturated aqueous NaHCO3 (15 mL), dried (Na2SO4) and concentrated in vacuo. The residue was absorbed on silica gel (1.4 g) and purified using silica gel column chromatography eluting with 0-30% EtOAc in DCM to afford the title compound (0.130 g, 49%).

1. temperaturebefore cooling to room temperature
2. custompartitioning between EtOAc (90 mL) and saturated aqueous NaHCO3 (15 mL)
3. washThe organic layer was washed with saturated aqueous NaHCO3 (15 mL)
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated in vacuo
6. customThe residue was absorbed on silica gel (1.4 g)
7. custompurified
8. washeluting with 0-30% EtOAc in DCM