反应详情

To a solution of 5-phenyl-2-(trityl-amino)-pyridin-3-ol (100 mg, 0.24 mmol) in THF (3 mL) was added Cs2CO3 (79 mg, 0.24 mmol). The mixture was stirred at room temperature for 20 minutes, and then 3-methoxybenzylbromide (0.037 mL, 0.26 mmol) was added. The reaction was stirred at room temperature overnight, diluted with dichloromethane (5 mL), and filtered to remove the salts. The solvents were evaporated, and the residue was dissolved in 10% trifluoroacetic acid in dichloromethane (2 mL). The reaction was stirred for 2 hr, and evaporated. The residue was dissolved in dichloromethane, washed by sat. NaHCO3, and dried over Na2SO4. After filtration and concentration, the crude product was purified on a silica gel column eluting with methanol-dichloromethane (from 3% to 15% gradient) to provide 3-(3-methoxy-benzyloxy)-5-phenyl-pyridin-2-ylamine as a white solid (43.5 mg, 60% yield).

1. stirringThe reaction was stirred at room temperature overnight
2. filtrationfiltered
3. customto remove the salts
4. customThe solvents were evaporated
5. dissolutionthe residue was dissolved in 10% trifluoroacetic acid in dichloromethane (2 mL)
6. stirringThe reaction was stirred for 2 hr
7. customevaporated
8. dissolutionThe residue was dissolved in dichloromethane
9. washwashed by sat. NaHCO3
10. dry with materialdried over Na2SO4
11. filtrationAfter filtration and concentration
12. customthe crude product was purified on a silica gel column
13. washeluting with methanol-dichloromethane (from 3% to 15% gradient)