HCID 22032234, compound → 6-Bromo-8-chloroimidazo[1,2-A]pyridine
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([Cl:11])[C:5]2[N:6]([CH2:8][CH2:9][N:10]=2)[CH:7]=1>CC(C)=O.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[CH:3]=[C:4]([Cl:11])[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
2.08 g of 6-bromo-8-chloro-2,3-dihydroimidazo[1,2-a]pyridine was dissolved in 36 mL acetone, and together with 9.1 g of manganese dioxide, the mixture was heated for 9 hours under reflux. The reaction solution was cooled to room temperature, filtered through Celite and washed with ethyl acetate. The solvent was removed, and the resulting crude product was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 1.27 g of the title compound (pale yellow crystals).
Workup
- temperatureunder reflux
- filtrationfiltered through Celite
- washwashed with ethyl acetate
- customThe solvent was removed
- customthe resulting crude product was purified by NH silica gel column chromatography (ethyl acetate/hexane)
Sources & evidence
- ORD record
- ord-841344a4b5f34e848713fd145538d083
- Source dataset
- uspto-grants-2006_07
- Patent number
- US07074801B1
Reaction notes
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