反应详情

To a stirred solution of ethyl 4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)benzoate from Step C (590 mg, 2.09 mmol) in DMF (10 mL) at 0° C. was added sodium hydride (104 mg of a 60% dispersion in mineral oil, 2.60 mmol). The mixture was stirred for 5 min, then tert-butyl bromoacetate (489 mg, 2.51 mmol) was added and stirring was continued for 3 h. The reaction mixture was partitioned between EtOAc (200 mL) and H2O (100 mL). The organic layer was washed with H2O (50 mL), then brine (50 mL), then dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane::EtOAc—100:0 to 0:100, to give the title compound. MS: m/z=397 (M+1).

1. stirringstirring
2. waitwas continued for 3 h
3. customThe reaction mixture was partitioned between EtOAc (200 mL) and H2O (100 mL)
4. washThe organic layer was washed with H2O (50 mL)
5. dry with materialbrine (50 mL), then dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe crude product was purified by silica gel chromatography
9. washeluting with a gradient of hexane