反应详情

温度

100 °C

6-bromo-4-methoxypyrazolo[1,5-a]pyridine (500 mg, 2.20 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (916 mg, 4.40 mmol), tris(dibenzylideneacetone)dipalladium (0) (101 mg, 0.110 mmol), potassium fluoride (422 mg, 7.27 mmol), and tri-t-butylphosphonium tetrafluoroborate (63.9 mg, 0.220 mmol) were suspended in DMF (22 ml), sparged with argon for 10 minutes, then heated to 100° C. After 2.5 h, the mixture was cooled to ambient temperature, diluted in ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and brine then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (methanol/ethyl acetate gradient) to give 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine as a tan solid.

1. customsparged with argon for 10 minutes
2. temperaturethe mixture was cooled to ambient temperature
3. additiondiluted in ethyl acetate
4. washwashed with saturated aqueous sodium hydrogen carbonate and brine
5. dry with materialthen dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was purified by column chromatography on silica gel (methanol/ethyl acetate gradient)