Oxalyl chloride → Methyl 2-(chlorocarbonyl)pyridine-4-carboxylate
Reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]([OH:13])=O)[CH:6]=1)=[O:4].C(Cl)(=O)C([Cl:17])=O>ClCCl>[Cl:17][C:11]([C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][N:8]=1)[C:3]([O:2][CH3:1])=[O:4])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 4-(methoxycarbonyl)picolinic acid (150 g, 1.82 mol) in dichloromethane (500 mL) was added oxalyl chloride (400 mL) keeping the temperature at 25-30° C. for 3 days. The reaction was evaporated in vacuo to afford methyl 2-(chlorocarbonyl)isonicotinate as yellow oil.
Workup
- customat 25-30° C.
- customfor 3 days
- customThe reaction was evaporated in vacuo
Sources & evidence
- ORD record
- ord-37eea8bd99ff46a58ad686d5871ba36d
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08507681B2
Reaction notes
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