反应详情

温度

100 °C

A mixture of N2-[4-(benzyloxy)phenyl]-5-fluoropyridine-2,3-diamine (0.85 g) and 1,1′-carbonylbis(1H-imidazole) (0.45 g) in DME (10 mL) was stirred at 100° C. for 4 h, and then Cs2CO3 (0.90 g) and 1,1′-carbonylbis(1H-imidazole) (0.892 g) were added successively. The mixture was stirred at 100° C. for 10 min, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was dissolved in DMF (10 ml), and then Cs2CO3 (3.58 g) and iodoethane (1.29 g) were added successively. The mixture was stirred at 100° C. for 2 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was dissolved in EtOH (30 mL), and Pd/C (1.5 g) was added. Under H2 atmosphere, the mixture was stirred at room temperature for 30 min, filtered and evaporated. The residue was chromatographed on silica gel eluting with AcOEt/Hexane to give the title compound (0.52 g).

1. stirringThe mixture was stirred at 100° C. for 10 min
2. extractionextracted with AcOEt
3. dry with materialThe organic layer was dried over MgSO4
4. concentrationconcentrated in vacuo
5. dissolutionThe residue was dissolved in DMF (10 ml)
6. additionCs2CO3 (3.58 g) and iodoethane (1.29 g) were added successively
7. stirringThe mixture was stirred at 100° C. for 2 h
8. additiontreated with water
9. extractionextracted with AcOEt
10. dry with materialThe organic layer was dried over MgSO4
11. concentrationconcentrated in vacuo
12. dissolutionThe residue was dissolved in EtOH (30 mL)
13. additionPd/C (1.5 g) was added
14. stirringUnder H2 atmosphere, the mixture was stirred at room temperature for 30 min
15. filtrationfiltered
16. customevaporated
17. customThe residue was chromatographed on silica gel eluting with AcOEt/Hexane