反应详情

温度

90 °C

5-bromo-3-(2,6-dichloro-3-fluoro-benzyloxy)-pyridine-2-amine (3.8 g, 10 mmol), trimethylsilylethyne (3.87 mL, 28 mmol), triethylamine (Et3N, 4.15 mL, 30 mmol), triphenylphosphine (PPh3, 52 mg, 0.2 mmol) and bis(triphenylphosphine)palladium dichloride (PdCl2(PPh3)2, 140.3 mg, 0.2 mmol) was dissolved in N,N-dimethyl formamide (DMF, 10 mL), to which argon gas was bubbled for 10 min, then CuI (19 mg, 0.1 mmol) was added, the resultant reaction liquid was stirred under heating at 90° C. After 4.5 h, the reaction liquid was cooled to room temperature, water (10 mL) was added to quench the reaction. The resultant mixture was extracted with ethyl acetate (3×20 mL), the organic phases were combined, washed with water and saturated brine successively, dried over anhydrous sodium sulfate, and then concentrated, the resultant residue was purified via silica gel column chromatography (PE/EA=3:1) to yield 2.5 g of the target product as brown solid.

1. customwas bubbled for 10 min
2. customthe resultant reaction liquid
3. customthe reaction liquid
4. temperaturewas cooled to room temperature
5. customto quench
6. customthe reaction
7. extractionThe resultant mixture was extracted with ethyl acetate (3×20 mL)
8. washwashed with water and saturated brine successively
9. dry with materialdried over anhydrous sodium sulfate
10. concentrationconcentrated
11. customthe resultant residue was purified via silica gel column chromatography (PE/EA=3:1)