Chlorosuccinimide → 3-Bromo-5-chloro-2-methoxy-4-methylpyridine
Reaction equation
[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8].C1C(=O)N([Cl:18])C(=O)C1>CN(C=O)C>[Br:1][C:2]1[C:3]([O:9][CH3:10])=[N:4][CH:5]=[C:6]([Cl:18])[C:7]=1[CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
3-bromo-2-methoxy-4-methylpyridine (100 mg) was added to DMF (575 μL). NCS (72.5 mg) was added to the solution, and the mixture was stirred at 80° C. for three hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (100 mg).
Workup
- concentrationThe reaction mixture was concentrated under reduced pressure
- customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%)
Sources & evidence
- ORD record
- ord-847c4a2a898b42a4a6e672f878e678c3
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08563565B2
Reaction notes
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