反应详情

温度

60 °C

(3-Aminophenyl)boronic acid (1.0 g, 7.3 mmol), 4-bromo-1-trityl-1H-imidazole (2.8 g, 7.3 mmol), tri-t-butylphosphonium tetrafluoroborate (424 mg, 1.5 mmol) and KF (1.4 g, 24.1 mmol) are added into dry THF (20 mL) and argon is bubbled through the mixture for 10 min. Tris-(dibenzylideneacetone)dipalladium(0) (669 mg, 0.7 mmol) is added and the reaction mixture is sealed and heated at 60° C. for 16 hrs. The solid is filtered and the filtrate is diluted with EtOAc (250 mL). The solution is washed with H2O (3×100 mL), brine (100 mL), dried (Na2SO4) and concentrated. The crude product is purified by flash column chromatography using methanol/CH2Cl2 to afford the title compound (1.1 g, 36%).

1. customis bubbled through the mixture for 10 min
2. customthe reaction mixture is sealed
3. filtrationThe solid is filtered
4. additionthe filtrate is diluted with EtOAc (250 mL)
5. washThe solution is washed with H2O (3×100 mL), brine (100 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated
8. customThe crude product is purified by flash column chromatography