反应详情

温度

90 °C

A suspension of the compound prepared in Example 12 (7.6 g), Pd(PPh3)4 (3.3 g), 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine (8.3 g), and Na2CO3 (9.1 g, 85 mmol) in a 3 to 1 mixture of dioxane/water (280 mL) was degassed with a stream of nitrogen for 10 minutes. The reaction was heated at 90° C. overnight, at which time LC/MS indicated the reaction was complete. The mixture was concentrated, diluted with aqueous saturated sodium bicarbonate solution (200 mL) and extracted with EtOAc (3×200 mL). The organic layers were combined, dried over Na2SO4, and evaporated under reduced pressure. The crude product was obtained as a brown oil which was precipitated from DCM (50 mL) to give a dark yellow solid. The solid was filtered and triturated with a 1 to 1 solution of DCM/EtOAc (3×50 mL) to give the title compound (8.4 g) having the following physical data as a light yellow solid.

1. customwas degassed with a stream of nitrogen for 10 minutes
2. concentrationThe mixture was concentrated
3. additiondiluted with aqueous saturated sodium bicarbonate solution (200 mL)
4. extractionextracted with EtOAc (3×200 mL)
5. dry with materialdried over Na2SO4
6. customevaporated under reduced pressure
7. customThe crude product was obtained as a brown oil which
8. customwas precipitated from DCM (50 mL)
9. customto give a dark yellow solid
10. filtrationThe solid was filtered
11. customtriturated with a 1 to 1 solution of DCM/EtOAc (3×50 mL)