反应详情

温度

80 °C

To tert-butyl 4-hydroxypiperidine-1-carboxylate (389 mg, 1.933 mmol) and 2,4-dichloropyrimidine (240 mg, 1.611 mmol) in DMF (6.4 mL) was added cesium carbonate (1050 mg, 3.22 mmol) and the mixture was heated at 80° C. for 1 h and then to 70° C. overnight. TLC indicated no remaining 2,4-dichloropyrimidine. The reaction was cooled to ambient temperature, diluted with water and extracted with ethyl acetate. The organic layer was washed with water (3×) and brine. The combined organic layer was dried (MgSO4), filtered and solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel to give tert-butyl 4-[(2-chloropyrimidin-4-yl)oxy]piperidine-1-carboxylate (410 mg, 1.3 mmol, 81%) as white solid. MS ESI: [M+H]+ m/z 314.2.

1. customto 70° C.
2. customovernight
3. temperatureThe reaction was cooled to ambient temperature
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with water (3×) and brine
6. dry with materialThe combined organic layer was dried (MgSO4)
7. filtrationfiltered
8. customsolvent was removed under reduced pressure
9. customThe residue was purified by column chromatography on silica gel