反应详情

温度

110 °C

2-Chloro-N-(2,2,2-trifluoroethyl)furo[3,2-d]pyrimidin-4-amine (1.56 g, 6.20 mmol) and 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-amine (1.797 g, 6.82 mmol) were dissolved in 1,4-dioxane (10 mL). RuPhos (0.296 g, 0.620 mmol), Pd2dba3 (0.568 g, 0.620 mmol, Alfa) and K2CO3 (1.714 g, 12.40 mmol) were added. The tube was evacuated and purged with N2 (3×), and the mixture was heated at about 110° C. for about 5 h. The mixture was cooled to rt and filtered. The filter cake was washed with DCM (3×25 mL). The filtrate was washed with saturated aqueous NaCl (3×20 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 2:1 hexanes/EtOAc) to give N4-(2,2,2-trifluoroethyl)-N2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-yl)furo[3,2-d]pyrimidine-2,4-diamine (2.22 g, 75%): LC/MS (Table 2, Method h) Rt=2.26 min; MS m/z: 479 (M+H)+.

1. customThe tube was evacuated
2. custompurged with N2 (3×)
3. temperatureThe mixture was cooled to rt
4. filtrationfiltered
5. washThe filter cake was washed with DCM (3×25 mL)
6. washThe filtrate was washed with saturated aqueous NaCl (3×20 mL)
7. dry with materialThe combined organic layers were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by column chromatography (silica gel, 2:1 hexanes/EtOAc)