反应详情

温度

23 °C

Methyl-2-fluoro-bromobenzoate (1.0 gram, 4.2 mmol) and (1H-pyrazol-5-yl)boronic acid (485 mg, 4.6 mmol) were combined and dissolved in degassed DME (15 mL) then treated with NaHCO3 (706 mg, 8.4 mmol) in water and the reaction purged with bubbling N2 for 5 minutes. The reaction was treated with Pd(PPh3)4 (243 mg (0.2 mmol) and then purged with bubbling for 5 minutes in a sealed vessel and then heated to reflux for 2 h. The reaction mixture was cooled to 23° C., filtered, and the solid was rinsed with EtOAc and the layers separated. The organic layers were combined, dried and concentrated. Chromatography (ethyl acatate/hexanes, 0-30%) gave methyl 5-fluoro-2-(1H-pyrazol-5-yl)benzoate (415 mg, 44%).

1. customthe reaction purged with bubbling N2 for 5 minutes
2. additionThe reaction was treated with Pd(PPh3)4 (243 mg (0.2 mmol)
3. custompurged
4. customwith bubbling for 5 minutes in a sealed vessel
5. temperatureheated
6. temperatureto reflux for 2 h
7. filtrationfiltered
8. washthe solid was rinsed with EtOAc
9. customthe layers separated
10. customdried
11. concentrationconcentrated