反应详情

温度

90 °C

A mixture containing 2-chloro-5-[(5-isopropyl-2-methylphenoxy)methyl]-4-methoxy-6-methylpyrimidine (˜3.91 mmol), 2,6-dimethylphenylboronic acid (1.17 g, 7.82 mmol), 15.6 mL of 1 M aqueous sodium carbonate and dioxane (56 mL) is degassed by bubbling with argon for 20 min. To this mixture is added Pd(PPh3)4 (226 mg, 0.05 mol %). The resulting yellow mixture is heated at 90° C. under nitrogen with magnetic stirring for 24 h. Another 50 mg of Pd(PPh3)4 is added and heating is continued for another 18 h until the reaction is complete by LC/MS analysis. The reaction mixture is allowed to cool to ambient temperature and partitioned between EtOAc (200 mL) and water (70 mL). The organic layer is separated, extracted with water (70 mL×2), brine (70 mL), dried over anhydrous sodium sulfate, filtered and evaporated to obtain a yellow oil. Purification by chromatography on silica gel (5-50% EtOAc/Hexanes) provides the title compound as a colorless solid. LC-MS found 391.4 (MH+), rt=1.93 min.

1. customis degassed
2. customby bubbling with argon for 20 min
3. additionTo this mixture is added Pd(PPh3)4 (226 mg, 0.05 mol %)
4. additionAnother 50 mg of Pd(PPh3)4 is added
5. temperatureheating
6. waitis continued for another 18 h until the reaction
7. temperatureto cool to ambient temperature
8. custompartitioned between EtOAc (200 mL) and water (70 mL)
9. customThe organic layer is separated
10. extractionextracted with water (70 mL×2), brine (70 mL)
11. dry with materialdried over anhydrous sodium sulfate
12. filtrationfiltered
13. customevaporated
14. customto obtain a yellow oil
15. customPurification by chromatography on silica gel (5-50% EtOAc/Hexanes)