反应详情

温度

86 °C

To N-(3-iodo-1-((1-(4-methoxybenzyl)-1H-pyrazol-4-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (0.59 g, 0.98 mmol) in THF/IPA (1 mL/3 mL) was added trifluorovinylpotassium borate (0.20 g, 1.5 mmol), triethylamine (0.20 g, 2.0 mmol) and 1,1′-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.080 g, 0.098 mmol). The reaction mixture was heated at 86° C. and stirred for 5 hours. The reaction mixture was cooled to ambient temperature, concentrated under reduced pressure, and triturated with Et2O (30 mL) to give crude vinyl product, to which palladium hydroxide on carbon (20% wt, 0.27 mmol) and MeOH (20 mL) was added. The system was purged with N2 three times and a H2 balloon was applied to the system for 2 hours. The reaction mixture was filtered through Celite, washed with MeOH (20 mL), and concentrated to give the product (0.32 g). MS (ES+APCI) m/z=506 (M+H).

1. temperatureThe reaction mixture was cooled to ambient temperature
2. concentrationconcentrated under reduced pressure
3. customtriturated with Et2O (30 mL)
4. customto give crude vinyl product
5. customThe system was purged with N2 three times
6. waita H2 balloon was applied to the system for 2 hours
7. filtrationThe reaction mixture was filtered through Celite
8. washwashed with MeOH (20 mL)
9. concentrationconcentrated