反应详情

4-(4-Benzyloxy-phenoxy)-2-chloro-pyrimidine (Step A, 2.03 g, 6.49 mmol) was dissolved in 10 mL DMSO in a sealed tube at 0° C. 2 N CH3NH2 (in THF) was added (4.9 mL, 9.7 mmol), and the tube was sealed, warmed first to RT for 2 h, then to 70° C. for 2 h with stirring. The reaction was cooled to RT and concentrated in vacuo to a DMSO solution. The crude solution was diluted into Et2O and 1 N NaOH (aq) was added. The layers were separated, and the organic layer was washed several times with water then brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was purified by silica gel column chromatography using a hexanes/EtOAc gradient to yield the title compound as a white solid. MS (MH+)=308.3; Calc'd 307.36 for C18H17N3O2.

1. customthe tube was sealed
2. temperatureThe reaction was cooled to RT
3. concentrationconcentrated in vacuo to a DMSO solution
4. additionThe crude solution was diluted into Et2O and 1 N NaOH (aq)
5. additionwas added
6. customThe layers were separated
7. washthe organic layer was washed several times with water
8. dry with materialThe organic layer was dried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customThe crude material was purified by silica gel column chromatography