反应详情

温度

90 °C

A mixture of 5-bromo-2-phenyl-pyrimidine (3.50 g, 14.89 mmol, 1.0 equiv), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (4.48 g, 22.33 mmol, 1.5 equiv), copper(I) iodide (0.28 g, 1.49 mmol, 0.1 equiv), N,N-diethylsalicylamide (0.58 g, 2.98 mmol, 0.2 equiv) and K3PO4 (3.16 g, 14.89 mmol, 1.0 equiv) in degassed DMF (30 mL) was heated under Ar to 90° C. for 24 h. The solvent was removed under reduced pressure and the crude reaction product extracted from water (300 mL) and 25% NH4OH (30 mL) with ethyl acetate (3×300 mL). The combined organic phases were dried over Na2SO4, concentrated by evaporation under reduced pressure and the crude material purified by silica column chromatography eluting with a gradient of heptane/ethyl acetate (4:1→1:1) to provide 1.98 g (38%) of the title compound. MS (ESI): 377.1 [M+Na]+.

1. customThe solvent was removed under reduced pressure
2. customthe crude reaction product
3. extractionextracted from water (300 mL) and 25% NH4OH (30 mL) with ethyl acetate (3×300 mL)
4. dry with materialThe combined organic phases were dried over Na2SO4
5. concentrationconcentrated by evaporation under reduced pressure
6. customthe crude material purified by silica column chromatography
7. washeluting with a gradient of heptane/ethyl acetate (4:1→1:1)