反应详情

A mixture of the benzoimidazole from step (a) above (96 mg, 0.36 mmol), 2,6-dichlorobenzyl bromide (86 mg, 0.36 mmol, Aldrich) and NaHCO3 (151 mg, 1.8 mmol) in DMF (2 mL) was stirred at room temperature for 16 h. Water (10 mL) was then added and the mixture was extracted with EtOAc (2×20 mL). The combined organic phases were washed with water (5 mL) and brine (5 mL) then dried over Na2SO4 and filtered. The solvent was removed in vacuo and the residue purified by silica gel chromatography, eluting with 40% EtOAc/hexane. The material was recrystallized from EtOAc/hexanes to give the title compound as a white solid. M.p. 254-256° C. MS (ESI, pos. ion) m/z: 429 (M+1).

1. extractionthe mixture was extracted with EtOAc (2×20 mL)
2. washThe combined organic phases were washed with water (5 mL) and brine (5 mL)
3. dry with materialthen dried over Na2SO4
4. filtrationfiltered
5. customThe solvent was removed in vacuo
6. customthe residue purified by silica gel chromatography
7. washeluting with 40% EtOAc/hexane
8. customThe material was recrystallized from EtOAc/hexanes