3-Cyanopyridine → 3-Pyridinecarboximidic acid, methyl ester
Reaction equation
[C:1](#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.C[O-].[Na+].[C:12](O)(=[O:14])C>CO>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:1](=[NH:8])[O:14][CH3:12])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of nicotinonitrile (11.35 g) and sodium methoxide (1.1 g) in methanol was allowed to stand at ambient temperature under nitrogen for 18 hours, then acetic acid (1.2 ml) was added, and the solvent was removed in vacuo. The residue was triturated with cyclohexane, undissolved solid was removed by filtration, and the solvent was removed in vacuo to leave methyl pyridine-3-carboximidate as an orange oil (10.6 g).
Workup
- customthe solvent was removed in vacuo
- customThe residue was triturated with cyclohexane, undissolved solid
- customwas removed by filtration
- customthe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-4c206c5bd049428ca5840ce598c209d9
- Source dataset
- uspto-grants-2000_09
- Patent number
- US06114334
Reaction notes
Loading…