反应详情

To a flask containing Methanesulfonic acid 2-fluoro-6-(4-methoxy-benzylamino)-pyridin-4-ylmethyl ester (44) (1 mmol), 3-[3-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yloxy)-5-methyl-phenyl]-acrylonitrile (43) (311 mg, 1 mmol), anhydrous powdered potassium carbonate (138 mg, 1 mmol), lithium iodide (134 mg, 1 mmol) was added anhydrous DMF (5 ml) and stirred for overnight at room temperature. The mixture was evaporated in vacuo. The residue was dissolved in methanol-dichloromethane (1:9), filtered through celite pad, and the filtrate was evaporated in vacuo to give a pale yellow foam. The crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:2); The fraction of Rf=0.19 was collected) to afford 255 mg (46%) of a white foam; 1H NMR (300 MHz, CDCl3) δ: 1.10 (6H, d, J=6.9 Hz), 2.32 (3H, s), 2.68 (1H, m), 3.79 (3H, s), 4.31 (2H, d, J=5.5 Hz), 4.73 (2H, s), 5.02 (1H, t, J=5.5 Hz), 5.81 (1H, d, J=16.6 Hz), 5.85 (1H, s), 5.98 (1H, s), 6.64 (2H, s), 6.86-6.89 (2H, m), 6.98 (1H, s), 7.20-7.24 (3H, m), 8.98 (1H, s).

1. customThe mixture was evaporated in vacuo
2. dissolutionThe residue was dissolved in methanol-dichloromethane (1:9)
3. filtrationfiltered through celite pad
4. customthe filtrate was evaporated in vacuo
5. customto give a pale yellow foam
6. customThe crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:2)
7. customThe fraction of Rf=0.19 was collected)