Diethyl {[(pyridin-3-yl)amino]methylidene}propanedioate → Ethyl 4-hydroxy-1,5-naphthyridine-3-carboxylate
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][CH:8]=[C:9]([C:15]([O:17]CC)=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:2]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[O:17]=[C:15]1[C:2]2[C:3](=[CH:4][CH:5]=[CH:6][N:1]=2)[NH:7][CH:8]=[C:9]1[C:10]([O:12][CH2:13][CH3:14])=[O:11]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of diphenyl ether (30 mL) at 250° C. was added a 1 mL diphenylether solution of diethyl [(pyridin-3-ylamino)methylidene]propanedioate (0.80 g, 3.0 mmol) dropwise over 5 minutes. After 30 minutes, the mixture was cooled to ambient temperature, diluted with hexanes (100 mL) and filtered. The solid was dried in vacuo, providing the titled compound.
Workup
- filtrationfiltered
- customThe solid was dried in vacuo