反应详情

A mixture of phenyl boronic acid (1.74 g), 5-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine [5 g, Reference Example 9(d)], (tetrakis)triphenylphosphine palladium[0] (0.49 g) and saturated aqueous sodium bicarbonate solution (133 mL) and dimethylformamide (266 mL), under nitrogen, was heated at reflux temperature overnight. The reaction mixture was filtered through Hyflo and then evaporated. The residue was partitioned between ethyl acetate (50 mL) and water (25 mL) and the aqueous layer was extracted with ethyl acetate (25 mL). The combined organic phases were washed with water (25 mL), then with brine (20 mL), then dried over magnesium sulfate and then evaporated. The residue subjected to chromatography on silica eluting with a mixture of pentane and ether (1:1, v/v) to give the title compound as a white solid, mp. 151-152° C. MS: 335 (MH+).

1. temperatureunder nitrogen, was heated
2. temperatureat reflux temperature overnight
3. filtrationThe reaction mixture was filtered through Hyflo
4. customevaporated
5. customThe residue was partitioned between ethyl acetate (50 mL) and water (25 mL)
6. extractionthe aqueous layer was extracted with ethyl acetate (25 mL)
7. washThe combined organic phases were washed with water (25 mL)
8. dry with materialwith brine (20 mL), then dried over magnesium sulfate
9. customevaporated
10. additionThe residue subjected to chromatography on silica eluting with a mixture of pentane and ether (1:1