反应详情

温度

150 °C

5-(6-Chloropyridin-3-yl)-2-nitrothiophene-3-carboxamide (300 mg, 1.06 mmol), 1-methyl-1H-pyrazole-5-boronic acid pinacol ester (352 mg, 1.69 mmol), and tetrakis(triphenylphosphine)palladium(0) (61.1 mg, 0.05 mmol) were dissolved in tetrahydrofuran (8.5 ml) and 2 M sodium carbonate (2.1 ml) and the mixture was bubbled with nitrogen for 5 min. The reaction was then heated in the microwave to 150° C. for 15 min. The mixture was poured into ethyl acetate and water and extracted with ethyl acetate (3×100 mL). The combined organic fractions were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate/hexane to yield the title compound as a yellow solid.

1. custom2 M sodium carbonate (2.1 ml) and the mixture was bubbled with nitrogen for 5 min
2. additionThe mixture was poured into ethyl acetate and water
3. extractionextracted with ethyl acetate (3×100 mL)
4. washThe combined organic fractions were washed with brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by column chromatography on silica gel
9. washeluting with ethyl acetate/hexane