反应详情

温度

105 °C

A mixture of 4-bromo-1-(phenylsulfonyl)-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine (37 mmol) and 1-methyl-3-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (37 mmol) in 1,4-dioxane (300 ml) and saturated NaHCO3(aq) (100 ml) was degassed with N2 for 10 minutes after which time tetrakis(triphenylphosphine) palladium(0) (1.85 mmol) was added and the resulting mixture was heated at 105° C. overnight. The reaction was then concentrated, diluted with CHCl3 (200 ml) and EtOAc (200 ml), sonicated for 10 minutes, filtered through Celite 545, and concentrated to yield a red oil which was purified on 400 g silica gel (CHCl3/EtOAc w/0.1% MeOH) to give the title product as a light yellow foam (36%). ESMS [M+H]+: 532.0.

1. additionwas added
2. concentrationThe reaction was then concentrated
3. additiondiluted with CHCl3 (200 ml) and EtOAc (200 ml)
4. customsonicated for 10 minutes
5. filtrationfiltered through Celite 545
6. concentrationconcentrated
7. customto yield a red oil which
8. customwas purified on 400 g silica gel (CHCl3/EtOAc w/0.1% MeOH)