Quinoline → HCID 178516370, compound
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:15])=[C:7](C(O)=O)[CH:8]=[N:9]2)=[N:4][CH:3]=1.N1C2C(=CC=CC=2)C=CC=1>CC(C)=O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:15])=[CH:7][CH:8]=[N:9]2)=[N:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a RBF fitted with a reflux condenser, 7-bromo-4-hydroxy-1,5-naphthyridine-3-carboxylic acid (1 g, 4 mmol) was added in portions over 10 minutes to stirred refluxing quinoline (50 mL), and the resulting mixture was refluxed for 1 h. The mixture was cooled and diluted with acetone. The precipitate was filtered, washed with water and dried to give 0.8 g of a grey-brown powder. The product was reprecipitated from aq. NaOH with glacial acetic acid to give a white solid.
Workup
- customIn a RBF fitted with a reflux condenser
- temperaturethe resulting mixture was refluxed for 1 h
- temperatureThe mixture was cooled
- filtrationThe precipitate was filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-310bbe64cd734a8f9dffaf9bfd3d6ae2
- Source dataset
- uspto-grants-2011_07
- Patent number
- US07981891B2
Reaction notes
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