N-bromobutanimide → 6-(Bromomethyl)pyridine-3-carbonitrile
Reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[N:7][CH:8]=1)#[N:2].C1C(C(OO)=O)=CC=CC=1.[Br:20]N1C(=O)CCC1=O>C1C=CC=CC=1>[Br:20][CH2:9][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
0.3 g (2.5 mmol) of 5-cyano-2-methylpyridine was dissolved in 15 ml of benzene. 10 mg of perbenzoic acid and 0.49 g (2.8 mmol) of N-bromosuccinimide were added to the obtained solution, and they were stirred at 75° C. for 2 days. The solvent was evaporated and the crude product was purified by the silica gel column chromatography.
Workup
- customThe solvent was evaporated
- customthe crude product was purified by the silica gel column chromatography
Sources & evidence
- ORD record
- ord-3c93eab1a1d2460f9defb51753fa1bc1
- Source dataset
- uspto-grants-2004_11
- Patent number
- US06825191B2
Reaction notes
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