反应详情

温度

90 °C

8.27 g acetylchloride was added dropwise to 120 mL ethanol at 0° C. After 5 minutes, 6 g 6-(4-chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carbonitrile was added at 0° C. The reaction mixture was stirred at 90° C. over 20 h. The reaction mixture was partitioned between water and ethyl acetate; then extracted. The organic phase was washed with brine; then dried over MgSO4. The crude product was stirred at room temperature in tetrahydrofuran:water 45:20. 1.77 g lithium hydroxide was added. The reaction mixture was stirred at 80° C. over 7 hours. The reaction mixture was added over acetic acid and extracted with dichloromethane. The organic phase was washed with water; then dried over MgSO4 and purified by chromatography on silica gel with a gradient of heptane to heptane:ethyl acetate 2:1 to yield 4.50 g (70.31%) of the title compound as light yellow solid, MS 304.1 (M+H)+.

1. customThe reaction mixture was partitioned between water and ethyl acetate
2. extractionthen extracted
3. washThe organic phase was washed with brine
4. dry with materialthen dried over MgSO4
5. stirringThe crude product was stirred at room temperature in tetrahydrofuran:water 45:20
6. addition1.77 g lithium hydroxide was added
7. stirringThe reaction mixture was stirred at 80° C. over 7 hours
8. additionThe reaction mixture was added over acetic acid
9. extractionextracted with dichloromethane
10. washThe organic phase was washed with water
11. dry with materialthen dried over MgSO4
12. custompurified by chromatography on silica gel with a gradient of heptane to heptane:ethyl acetate 2:1