反应详情

温度

120 °C

To a solution of 2′-fluoro-N-methyl-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-sulfonamide (Preparation 44, 112 mg, 0.29 mmol) and 4-chloro-7-isopropyl-7H-imidazo[4,5-c]pyridazine (Preparation 6, 54 mg, 0.27 mmol) in anhydrous dioxane (1.6 mL) was added aqueous Na2CO3 solution (2M, 0.41 mL, 0.81 mmol) and a stream of nitrogen gas was bubbled through the suspension for 5 minutes. Tetrakistriphenylphosphine palladium(0) (5.8 mg, 0.005 mmol) was added and the mixture was heated under microwave irradiation at 120° C. for 12 minutes. The reaction mixture was cooled and diluted with EtOAc (15 mL) and water (30 mL). The organic phase was extracted and the aqueous layer was back-extracted with EtOAc (2×15 mL). The organic layers were combined, washed with brine, dried over Na2SO4, filtered and the filtrate was evaporated in vacuo to leave a tan solid that was suspended in EtOAc (2.5 mL) and stirred at room temperature for 18 hours. The solid was filtered, rinsed with EtOAc (2×1 mL) and further dried to afford the title compound as an off-white solid in 82% yield, 120 mg.

1. customa stream of nitrogen gas was bubbled through the suspension for 5 minutes
2. temperatureThe reaction mixture was cooled
3. extractionThe organic phase was extracted
4. extractionthe aqueous layer was back-extracted with EtOAc (2×15 mL)
5. washwashed with brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customthe filtrate was evaporated in vacuo
9. customto leave a tan solid
10. filtrationThe solid was filtered
11. washrinsed with EtOAc (2×1 mL)
12. customfurther dried