Chlorine → Methyl-6-amino-5-chloro-2-methoxypyridine-3-carboxylate
Reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:6]([O:12][CH3:13])=[N:7][C:8]([NH2:11])=[CH:9][CH:10]=1)=[O:4].[Cl:14]Cl>C(O)(=O)C>[CH3:1][O:2][C:3]([C:5]1[C:6]([O:12][CH3:13])=[N:7][C:8]([NH2:11])=[C:9]([Cl:14])[CH:10]=1)=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of methyl-6-amino-2-methoxypyridine-3-carboxylate (0.4 g) in acetic acid (10 ml) was treated with a solution of Cl2 (0.19 g) in HOAc (4 ml) at room temperature for 3 h. The AcOH was removed by rotary evaporation and the residue treated with aqueous NaHCO3 (50 mL) and the product extracted into EtOAc (100 mL). Evaporation afforded methyl-6-amino-5-chloro-2-methoxypyridine-3-carboxylate (0.32 g).
Workup
- customThe AcOH was removed by rotary evaporation
- additionthe residue treated with aqueous NaHCO3 (50 mL)
- extractionthe product extracted into EtOAc (100 mL)
- customEvaporation
Sources & evidence
- ORD record
- ord-8ee492bec8e14475aa6f0e1f353636af
- Source dataset
- uspto-grants-1997_12
- Patent number
- US05696129
Reaction notes
Loading…