反应详情

Into a 50 mL 3-necked round bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 1-(5-bromo-pyrazin-2-yl)-5-methoxy-2-trifluoromethyl-1H-benzoimidazole (iv) (100 mg, 0.27 mmol) in 1,4-dioxane (30 mL). To this was added 4-fluorobenzamide (80 mg, 0.58 mmol), K3PO4 (250 mg, 1.18 mmol), CuI (10 mg, 0.05 mmol) and ethane-1,2-diamine (EDA) (5 mg, 0.08 mmol). The resulting solution was stirred at reflux overnight. The reaction progress was monitored by TLC (EtOAc/PE=1:2). When the reaction had gone to completion, the mixture was filtered to remove the solid components, then concentrated under vacuum. The residue was dissolved in EtOAc, then washed with water. The organic layer was dried over Na2SO4, then concentrated to yield a crude product. The crude product was purified by eluting through a column with a 1:6 EtOAc/PE solvent system. This resulted in 60 mg (52%) of 4-fluoro-N-(5-(5-methoxy-2-(trifluoromethyl)-1H-benzo[d]imidazol-1-yl)pyrazin-2-yl)benzamide (Compound 86) as a white solid

1. customInto a 50 mL 3-necked round bottom flask, purged
2. temperaturemaintained with an inert atmosphere of nitrogen
3. temperatureat reflux overnight
4. filtrationthe mixture was filtered
5. customto remove the solid components
6. concentrationconcentrated under vacuum
7. dissolutionThe residue was dissolved in EtOAc
8. washwashed with water
9. dry with materialThe organic layer was dried over Na2SO4
10. concentrationconcentrated
11. customto yield a crude product
12. customThe crude product was purified
13. washby eluting through a column with a 1:6 EtOAc/PE solvent system