Malonic Acid → 3-Amino-3-(pyridin-3-yl)propanoic acid
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[C:9]([O-:12])(=[O:11])[CH3:10].[NH4+:13].C(O)(=O)CC(O)=O>CC(O)C>[NH2:13][CH:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:10][C:9]([OH:12])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 3-pyridine carboxaldehyde (300 ml) in 2-propanol (3 liters) was added ammonium acetate (297 g) followed by malonic acid (398 g). The reaction mixture was stirred at reflux for 5 hours. The precipitate was filtered while hot and washed with hot isopropanol (2 liters). The resulting white solid was then dried to yield DL-3-amino-3-(3-pyridyl)propionic acid (220 g) as a white solid.
Workup
- temperatureat reflux for 5 hours
- filtrationThe precipitate was filtered while hot and
- washwashed with hot isopropanol (2 liters)
- customThe resulting white solid was then dried
Sources & evidence
- ORD record
- ord-31457f06d4c94a7d863f533e0c3b3841
- Source dataset
- uspto-grants-2000_02
- Patent number
- US06028223
Reaction notes
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