反应详情

温度

80 °C

A mixture of 6-bromo-3-pyridinol (7 g, 40 mmol), [4-(methylsulfonyl)phenyl]boronic acid (8 g, 40 mmol), 2M Na2CO3 (30 mL), PdCl2(PPh3)2 (1 g) and DME (60 mL) under N2 was heated at 80° C. overnight. The reaction was allowed to cool to room temperature and was diluted with EtOAc and water. The resulting precipitate was filtered off and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated. The aqueous phase was also concentrated. Each of the residues was recrystallized from MeOH. The solid material from the organic phase recrystallization and the mother liquors from both aqueous and organic recrystallizations were combined, concentrated and purified by chromatography on a silica gel column using 0 to 10% MeOH/CH2Cl2 to give 6-[4-(methylsulfonyl)phenyl]-3-pyridinol (2.9 g, 29%) as a tan solid.

1. temperatureto cool to room temperature
2. filtrationThe resulting precipitate was filtered off
3. extractionthe aqueous layer was extracted with EtOAc
4. dry with materialThe combined organic extracts were dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. concentrationThe aqueous phase was also concentrated
8. customEach of the residues was recrystallized from MeOH
9. customThe solid material from the organic phase recrystallization
10. customthe mother liquors from both aqueous and organic recrystallizations
11. concentrationconcentrated
12. custompurified by chromatography on a silica gel column