Water → 2-Bromo-6-iodo-3-methoxypyridine
Reaction equation
[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([I:9])[N:3]=1.[C:10]([O-])([O-])=O.[K+].[K+].CI.O>CN(C=O)C>[Br:1][C:2]1[C:7]([O:8][CH3:10])=[CH:6][CH:5]=[C:4]([I:9])[N:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a solution of 2-bromo-3-hydroxy-6-iodopyridine (3-2, 40 g, 133 mmol) in DMF (80 ml) was added K2CO3 (16.77 g, 121 mmol) and Methyl Iodide (29.2 mL, 467 mmol). The system was stirred for 45 minutes at 100° C., cooled to room temperature and then treated with water (650 mL) and stirred for 0.5 h. The resulting solids that precipitated from solution were isolated by filtration and dried to give the title compound (3-3) as a pale brown solid. ESI+MS C6H5BrINO: 313.8 found, 313.9 required.
Workup
- temperaturecooled to room temperature
- stirringstirred for 0.5 h
- customThe resulting solids that precipitated from solution
- customwere isolated by filtration
- customdried
Sources & evidence
- ORD record
- ord-6fe74b09725a483081bed55709b04e2c
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08592457B2
Reaction notes
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