反应详情

温度

100 °C

Phenylboronic acid (0.618 g, 5.065 mmol) is stirred in a mixture of DME (20 ml) and 2M Na2CO3 for 20 minutes. 3,5-dibromopyridine (1.0 g, 4.221 mmol) is added followed by PdCl2(Ph3P)2 (0.296 g, 0.4221 mmol) and the mixture is heated to 100° C. overnight. The DME layer is removed and is diluted with EtOAc, washing with 5M HCl (2×20 ml) then back extracted with EtOAc (70 ml). The acidic aqueous phase is basified with 6M NaOH (50 ml) and extracted with DCM (3×100 ml). The combined organic extracts are dried over MgSO4, filtered and evaporated to an oil which is stirred in iso-hexanes (15 ml) and the resulting solid is removed washing with a further 10 ml of iso-hexanes. Concentration of the organics in vacuo affords the title compound as a white solid MH+[235.74].

1. customThe DME layer is removed
2. additionis diluted with EtOAc
3. washwashing with 5M HCl (2×20 ml)
4. extractionthen back extracted with EtOAc (70 ml)
5. extractionextracted with DCM (3×100 ml)
6. dry with materialThe combined organic extracts are dried over MgSO4
7. filtrationfiltered
8. customevaporated to an oil which
9. customthe resulting solid is removed
10. washwashing with a further 10 ml of iso-hexanes