反应详情

温度

100 °C

5,7-Dichloro-3-(2-chlorobenzyl)-1-(4-methoxybenzyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (0.416 g, 0.878 mmol) and 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2(3H)-one (0.241 g, 0.878 mmol) were dissolved in 1,4-dioxane (5 mL) and LiCl (0.112 g, 2.63 mmol), and then CsOH (0.442 g, 2.63 mmol) was added followed by water (0.5 mL). The mixture was purged with nitrogen, then [tetrakis(triphenylphosphine)]palladium(0) (0.1 g, 0.088 mmol) was added and the flask was lowered into an 80° C. oil bath and heated at 100° C. for 5.5 h. After cooling to room temperature, the mixture was diluted with ethyl acetate and washed twice with water then once with brine. The organic layer was dried over MgSO4, then filtered and concentrated onto silica gel. Chromatography eluting with 50-100% ethyl acetate in hexanes gave 7-chloro-3-(2-chlorobenzyl)-1-(4-methoxybenzyl)-5-(3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-1H-benzo[e][1,4]diazepin-2(3H)-one (0.4 g, 0.68 mmol) as a yellow oil.

1. customThe mixture was purged with nitrogen
2. customwas lowered into an 80° C.
3. temperatureAfter cooling to room temperature
4. washwashed twice with water
5. dry with materialThe organic layer was dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated onto silica gel
8. washChromatography eluting with 50-100% ethyl acetate in hexanes