Diphenyl Ether → Methoxy-1H-[1,5]naphthyridin-4-one
Reaction equation
CO[C:3]1[CH:4]=[C:5]([NH:9][CH:10]=[C:11]2[C:16](=[O:17])OC(C)(C)OC2=O)[CH:6]=[N:7][CH:8]=1.[C:21]1([O:27]C2C=CC=CC=2)C=CC=CC=1>CCCCCC>[CH3:21][O:27][N:9]1[C:5]2[C:6](=[N:7][CH:8]=[CH:3][CH:4]=2)[C:16](=[O:17])[CH:11]=[CH:10]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 245 °C
Procedure
A two-necked round bottomed flask equipped with an air condenser was charged with 5-[(5-Methoxy-pyridin-3-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione (18 g) and diphenyl ether (180 mL). The reaction mixture was heated at 240-250° C. for 5 min under N2 atmosphere after which it was cooled to RT, diluted with hexane and filtered to obtain a dark solid. The crude product was refluxed in hexane for 30 min and filtered to obtain product as a brown solid.
Workup
- customA two-necked round bottomed flask equipped with an air condenser
- temperaturewas cooled to RT
- filtrationfiltered
- customto obtain a dark solid
- filtrationfiltered
- customto obtain product as a brown solid
Sources & evidence
- ORD record
- ord-599cd5c6f1374ba3b4ef6ffc38d76c7b
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08198448B2
Reaction notes
Loading…