反应详情

温度

160 °C

6-(Di-Boc-amino)-2-bromopyridine (1.0 g, 2.68 mmol, ChronTech), copper (341 mg, 5.36 mmol), potassium hydroxide (301 mg, 5.36 mmol), and 1H-pyrazole (1.82 g, 26.8 mmol, Eq: 10) were combined and stirred at 160° C. for 18 h. The reaction mixture was cooled, diluted with EtOAc (50 mL) and the solids removed by filtration. The dark blue filtrate was washed with saturated aqueous NaHCO3 and brine then concentrated onto silica gel and purified by chromatography (40 g RediSep column, 20 to 100% ethyl acetate in hexanes, 20 min) to give 6-(1H-pyrazol-1-yl)pyridin-2-amine (365 mg, 2.28 mmol, 85%) as a white solid. MS (EI/CI) m/z: 161.2 [M+H].

1. temperatureThe reaction mixture was cooled
2. customthe solids removed by filtration
3. washThe dark blue filtrate was washed with saturated aqueous NaHCO3 and brine
4. concentrationthen concentrated onto silica gel
5. custompurified by chromatography (40 g RediSep column, 20 to 100% ethyl acetate in hexanes, 20 min)