HCID 86681478, compound → ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
Reaction equation
[NH2:1]/[C:2](=[C:4](\[C:11]([O:13][CH2:14][CH3:15])=[O:12])/[CH:5]=[CH:6]/[C:7](OC)=[O:8])/[CH3:3]>CN(C=O)C>[CH3:3][C:2]1[NH:1][C:7](=[O:8])[CH:6]=[CH:5][C:4]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 165 °C
Procedure
5-Ethyl 1-methyl (2E,4Z)-4-(1-aminoethylidene)pent-2-enedioate (10 g, 50 mmol) and DMF (30 mL) were mixed in one 100 mL flask, and the mixture was stirred at 165° C. for 14 hrs. The reaction mixture was cooled to room temperature, then filtered to give the crude product, which was washed with DMF and small amount of methanol to give 5 g (60% yield) of the pure product. LC-MS found: 182.1 (M+H)+.
Workup
- temperatureThe reaction mixture was cooled to room temperature
- filtrationfiltered
- customto give the crude product, which
- washwas washed with DMF and small amount of methanol
Sources & evidence
- ORD record
- ord-1e263c928d774423aef171f46f38c3b2
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08895571B2
Reaction notes
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