反应详情

温度

100 °C

To a solution of 5-bromo-3-(5-cyclopropyl-[1,3,4]oxadiazol-2-yl)-pyridin-2-ylamine (400 mg; 1.42 mmol) in dioxane (10 mL) and water (6 mL) were added K2CO3 (587 mg; 4.26 mmol), (3-(morpholinomethyl)phenyl)boronic acid (348 mg; 1.56 mmol) in a sealed tube. The reaction mixture was degassed with argon for 30 min, then added Pd(PPh3)4 (82.0 mg; 0.07 mmol) to the reaction mixture. The reaction mixture was stirred for 18 h at 100° C. The reaction mixture was diluted with water (50 mL) extracted with ethyl acetate (2×50 mL) and organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Crude compound was purified by column chromatography using 100-200 mesh silica gel and eluted with 100% ethyl acetate, which is further purified by washing with 30% chloroform in hexane to afford 90 mg (Yield: 16.7%) of the title compound, as a yellow colour solid.

1. customThe reaction mixture was degassed with argon for 30 min
2. extractionextracted with ethyl acetate (2×50 mL) and organic layer
3. washwas washed with brine
4. dry with materialdried over anhydrous sodium sulphate
5. concentrationconcentrated under reduced pressure
6. customCrude compound was purified by column chromatography
7. washeluted with 100% ethyl acetate, which
8. customis further purified
9. washby washing with 30% chloroform in hexane