反应详情

温度

90 °C

To a solution of 6-fluoro-3-iodo-1-(phenylsulfonyl)-1H-indole (Intermediate 3; 535 mg; 1.33 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (588 mg; 2.0 mmol), K3PO4 (848 mg; 4.0 mmol) in dioxane (20 mL) and water (2 mL) was added Pd(dppf)Cl2 (110 mg; 0.13 mmol) under nitrogen. The mixture was stirred at 90° C. overnight. The mixture was filtered through Celite, diluted with EtOAc (100 mL) and water (100 mL). The aqueous layer was extracted with EtOAc (50 mL×2). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4, concentrated, and purified by a silica gel chromatography (petroleum ether/EtOAc=10/1-2/1) to afford 357 mg (61%) of the title compound as a yellow solid.

1. filtrationThe mixture was filtered through Celite
2. additiondiluted with EtOAc (100 mL) and water (100 mL)
3. extractionThe aqueous layer was extracted with EtOAc (50 mL×2)
4. washThe combined organic layers were washed with brine (100 mL)
5. dry with materialdried over anhydrous Na2SO4
6. concentrationconcentrated
7. custompurified by a silica gel chromatography (petroleum ether/EtOAc=10/1-2/1)