反应详情

温度

150 °C

3-bromo-2-(4-fluorophenyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (700 mg, 2.5 mmol) and tert-butyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate (727 mg, 2.27 mmol, 1.1 eq) are dissolved in 10 mL 1,4-dioxan. To this mixture is added Bis(tricyclohexylphosphine)palladium(II)-dichloride (168 mg, 0.22 mmol, 0.1 eq) and 5.4 mL sodium carbonate solution (2 molar). The reaction mixture is flushed with argon for 5 mins and then sealed. Next the mixture is heated for 12 mins at 150° C. in the microwave (Biotage). After cooling, insoluble components are filtered off over Celite and the residue washed with 1,4-dioxan. The organic phase is evaporated and the crude product purified by column chromatography over silica gel using dichloromethane/methanol (95:5) as eluent. After evaporation of the solvents 530 mg (72%) of 4-[2-(4-fluorophenyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]pyridin-2-amine are obtained as a colourless solid.

1. customThe reaction mixture is flushed with argon for 5 mins
2. customsealed
3. temperatureAfter cooling
4. filtrationinsoluble components are filtered off over Celite
5. washthe residue washed with 1,4-dioxan
6. customThe organic phase is evaporated
7. customthe crude product purified by column chromatography over silica gel
8. customAfter evaporation of the solvents 530 mg (72%) of 4-[2-(4-fluorophenyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]pyridin-2-amine
9. customare obtained as a colourless solid