Sodium Methoxide → 1,5-Naphthyridin-2-ol
Reaction equation
[NH2:1][C:2]1[C:3](/[CH:8]=[CH:9]/[C:10]([O:12]C)=O)=[N:4][CH:5]=[CH:6][CH:7]=1.C[O-].[Na+]>CO>[NH:1]1[C:2]2[C:3](=[N:4][CH:5]=[CH:6][CH:7]=2)[CH:8]=[CH:9][C:10]1=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To a room temperature solution of (E)-methyl 3-(3-aminopyridin-2-yl)acrylate (3.63 g, 20.37 mmol) in MeOH (40 mL) was added sodium methoxide, 25 wt % solution in methanol (20.00 mL, 90 mmol). The reaction was heated at 60° C. for 6 h, the mixture was cooled to room temperature and the solvent was removed in vacuo to give tan solid. ESI-MS 147.0 [M+1].
Workup
- temperaturethe mixture was cooled to room temperature
- customthe solvent was removed in vacuo
- customto give tan solid
Sources & evidence
- ORD record
- ord-bfed7cc549c34a1fa7b1d38b487caf02
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174992B2
Reaction notes
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