反应详情

温度

150 °C

To a solution of 5-bromo-7-(trans-4-(tert-butyldimethylsilyloxy)cyclohexyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine (0.082 g, 0.18 mmol) in isopropyl alcohol (2.0 mL) was added n-butylamine (0.033 g, 0.45 mmol) in a microwave tube. The resulting mixture was heated under microwave irradiation at 150° C. for 1.5 h. After the reaction cooled to room temperature, the solvent and excess amine was evaporated under vacuum. The residue was dissolved in THF and concentrated under vacuum (3×). Then it was dissolved in THF (2.0 mL) in a microwave tube. To this solution was added K2CO3 (0.050 g, 0.36 mmol), Pd(PPh3)4 (0.021 g, 0.018 mmol), (4-fluorophenyl)boronic acid (0.038 g, 0.27 mmol), and H2O (0.5 mL). The resulting mixture was heated under microwave irradiation at 150° C. for 10 min. After cooled to room temperature, it was washed with brine and extracted with EtOAc (5×). The combined organic layer was dried (Na2SO4) and concentrated. The residue was filtered through a short column of silica gel to provide N-butyl-7-(trans-4-((tert-butyldimethylsilyl)oxy)cyclohexyl)-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine which was used for next step without further purification.

1. temperatureAfter the reaction cooled to room temperature
2. customthe solvent and excess amine was evaporated under vacuum
3. dissolutionThe residue was dissolved in THF
4. concentrationconcentrated under vacuum (3×)
5. dissolutionThen it was dissolved in THF (2.0 mL) in a microwave tube
6. temperatureThe resulting mixture was heated under microwave irradiation at 150° C. for 10 min
7. temperatureAfter cooled to room temperature
8. washit was washed with brine
9. extractionextracted with EtOAc (5×)
10. dry with materialThe combined organic layer was dried (Na2SO4)
11. concentrationconcentrated
12. filtrationThe residue was filtered through a short column of silica gel