Acetic Acid → 5,7-dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid (3-methoxy-4-methyl-phenyl)-amide
Reaction equation
C(O[C:4]([CH:6]1[C:14](=[O:15])[C:13]2[CH:12]=[N:11][CH:10]=[CH:9][C:8]=2[C:7]1=[O:16])=[O:5])C.CO[C:19]1[C:20](C)=[C:21]([NH2:25])C=[CH:23][CH:24]=1.[C:27]([OH:30])(=O)[CH3:28].[C:31]1(C)C=CC=CC=1>>[CH3:31][O:30][C:27]1[CH:28]=[C:21]([NH:25][C:4]([CH:6]2[C:14](=[O:15])[C:13]3[CH:12]=[N:11][CH:10]=[CH:9][C:8]=3[C:7]2=[O:16])=[O:5])[CH:20]=[CH:19][C:24]=1[CH3:23]Participants
5
Procedure
5,7-Dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid ethyl ester (975 mg) (see, Robin D. Allan and Joyce Fong, Aust. J. Chem., Vol. 36, pp. 1221-1226, 1983), 3-methoxy-2-methyl-phenylamine (750 mg) and acetic acid (0.4 ml) were suspended in toluene (30 ml). This mixture was refluxed for one hour under nitrogen. The mixture was cooled to room temperature and the precipitate was collected with suction. The precipitate was washed with toluene and dichloromethane and dried under reduced pressure to give an orange powder (1.1 g).
Workup
- temperatureThis mixture was refluxed for one hour under nitrogen
- customthe precipitate was collected with suction
- washThe precipitate was washed with toluene and dichloromethane
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-3825b4c69d4a4205b6535eab973c23f5
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06946472B2
Reaction notes
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