反应详情

To a solution of N-[(3-bromo-4-fluorophenyl)methyl]-N′-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1,3-benzenedicarboxamide (0.641 g, 0.1 mmol) in 1,4-dioxane (1.5 ml) and water (0.500 ml) was added 1,1-dimethylethyl 4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}-1-piperidinecarboxylate (0.048 g, 0.120 mmol), Pd(Ph3P)4 (4.62 mg, 4.00 μmol), and K2CO3 (0.041 g, 0.300 mmol). This mixture was heated using a microwave instrument at 150° C. for 15 min. The organic layer was separated, concentrated using a Glas-Col evaporator, purified using a Gilson HPLC (with TFA), concentrated by GeneVav EZ-2 evaporator. The resulting solid was added to DCM (0.3 mL) then TFA (0.15 mL) and this mixture was left stand for 30 min before it was concentrated using a Glas-Col evaporator. The concentrate was purified using a Gilson HPLC (with TFA), concentrated by GeneVav EZ-2 evaporator, basified by amine cartridge to afford the title compound 0.016 g (21%). LC-MS m/z 732 (M+H)+.

1. temperatureThis mixture was heated
2. customat 150° C.
3. customfor 15 min
4. customThe organic layer was separated
5. concentrationconcentrated
6. customa Glas-Col evaporator
7. custompurified
8. concentrationconcentrated by GeneVav EZ-2 evaporator
9. additionThe resulting solid was added to DCM (0.3 mL)
10. concentrationwas concentrated
11. customa Glas-Col evaporator
12. customThe concentrate was purified
13. concentrationconcentrated by GeneVav EZ-2 evaporator