反应详情

温度

80 °C

A mixture of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (601 (1.21 g, 3.68 mmol), N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide (I-5) (1.18 g, 3.71 mmol), Pd(OAc)2 (0.17 g, 0.75 mmol), triphenyl phosphine (0.59 g, 2.22 mmol) and Na2CO3 (1.98 g, 18.6 mmol) was dissolved in a mixture of DMF (3 mL), EtOH (1.5 mL) and H2O (1.5 mL). The resulting mixture was degassed and back-filled with argon three times and then stirred at 80° C. for 4 h. The mixture was allowed to cool to room temperature and filtered. The filtrate was concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel (200-300 mesh) eluting with DCM/MeOH (20/1) to give the desired product, N-(6-(4-amino-1-cyclopentyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide (602) (0.52 g, 35.9%) as an off-white solid. ESI-MS (M+H)+ m/z: 394.1.

1. customThe resulting mixture was degassed
2. additionback-filled with argon three times
3. temperatureto cool to room temperature
4. filtrationfiltered
5. concentrationThe filtrate was concentrated in vacuo
6. customThe crude product was purified by flash column chromatography on silica gel (200-300 mesh)
7. washeluting with DCM/MeOH (20/1)