Diphenyl Ether → 6,7-Dimethoxy-1,5-naphthyridin-4-OL
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[N:11]=[CH:12]/[CH:13]2[C:18](=[O:19])OC(C)(C)OC2=O)[CH:6]=[N:7][C:8]=1[O:9][CH3:10].C1(OC2C=CC=CC=2)C=CC=CC=1>CCCCCC>[CH3:10][O:9][C:8]1[N:7]=[C:6]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[NH:11][CH:12]=[CH:13][C:18]2=[O:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
A round bottom flask was charged with (E)-5-((5,6-dimethoxypyridin-3-ylimino)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (450 mg, 1460 μmol) and 4.2 mL diphenyl ether. A reflux condenser was attached, and the solution was heated at 200° C. for 0.5 h. Upon cooling, hexane was added and the solids were filtered and washed with hexane. 6,7-dimethoxy-1,5-naphthyridin-4(1H)-one was isolated as a tan solid. MS [M+H]=207