反应详情

温度

160 °C

To a solution of 5-bromo-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine (150.0 mg, 0.4715 mmol) in DMF (3.000 mL) was added copper (5.992 mg, 0.09430 mmol) and cesium carbonate (307.2 mg, 0.9430 mmol) followed by pyridin-4-ol (448.4 mg, 4.715 mmol) and the reaction mixture heated at 160° C. in the microwave for 1 h. The reaction mixture was filtered and washed with DMF (2 mL). Ethyl acetate and water were added to the filtrate and the layers separated. The aqueous layer was extracted further with ethyl acetate (3×5 mL) and the combined organic extracts were washed with water (3×5 mL). The organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The material was triturated with a mixture of methanol and ether to leave the product. (42.6 mg, 25% yield); 1H NMR (400 MHz, DMSO) d 6.33 (d, 2H), 7.69 (s, 2H), 8.15-8.18 (m, 2H), 8.35 (d, 2H) and 8.78 (s, 1H) ppm; MS (ES+) 333.11

1. filtrationThe reaction mixture was filtered
2. washwashed with DMF (2 mL)
3. additionEthyl acetate and water were added to the filtrate
4. customthe layers separated
5. extractionThe aqueous layer was extracted further with ethyl acetate (3×5 mL)
6. washthe combined organic extracts were washed with water (3×5 mL)
7. dry with materialThe organic extracts were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe material was triturated with a mixture of methanol and ether
11. customto leave the product