反应详情

温度

145 °C

2-(1H-Pyrazol-3-yl)pyridine (435 mg, 3 mmol), 3-fluoro-1-chlorobenzene (0.32 mL, 3 mmol) and K2CO3 (830 mg, 6 mmol) were dissolved in DMF (10 mL) under Ar (g) and heated at 145° C. for 18 h. After cooling to ambient temperature, H2O (40 mL) and EtOAc (40 mL) were added and the reaction mixture shaken, the EtOAc layer was separated and the aqueous layer shaken with EtOAc (2×30 mL). The combined organic layers were washed with brine (3×40 mL), dried over Na2SO4 and concentrated onto silica gel. The crude material was purified by liquid chromatography on silica gel, eluting with EtOAc:hexane (1:1) to afford 2-[1-(3-chlorophenyl)-1H-pyrazol-3-yl]pyridine as as solid. 1H NMR (CD3Cl, 300 MHz) δ 8.68-8.69 (1H, m), 8.13-8.16 (1H, m), 8.01 (1H, m), 7.88 (11H, m), 7.79 (1H, ddd), 7.66-7.68 (1H, m), 7.42 (1H, dd), 7.26-7.31 (2H, m), 7.16 (1H, d). MS (ESI) 256 (M+H)+

1. temperatureAfter cooling to ambient temperature
2. customthe EtOAc layer was separated
3. stirringthe aqueous layer shaken with EtOAc (2×30 mL)
4. washThe combined organic layers were washed with brine (3×40 mL)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated onto silica gel
7. customThe crude material was purified by liquid chromatography on silica gel
8. washeluting with EtOAc:hexane (1:1)