Malonic Acid → (E)-3-(6-Acetamidopyridin-3-YL)acrylic acid
Reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=O)=[CH:7][N:6]=1)(=[O:3])[CH3:2].C(O)(=O)[CH2:14][C:15]([OH:17])=[O:16]>N1C=CC=CC=1.C(O)C>[C:1]([NH:4][C:5]1[N:6]=[CH:7][C:8](/[CH:11]=[CH:14]/[C:15]([OH:17])=[O:16])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-acetylamino-5-formylpyridine (241 mg) and malonic acid (168 mg) in pyridine (0.12 ml) and ethanol (0.36 ml) was refluxed for 2 hours. After cooling the mixture, the precipitate was collected by filtration, and washed with ethyl acetate to give (E)-3-(6-acetylamino-3-pyridyl)acrylic acid (248 mg) as a colorless powder.
Workup
- temperaturewas refluxed for 2 hours
- temperatureAfter cooling the mixture
- filtrationthe precipitate was collected by filtration
- washwashed with ethyl acetate
Sources & evidence
- ORD record
- ord-0d23f864ea07447e8552f0a5267ec0ba
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06169095A
Reaction notes
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