[1,2,4]Triazolo[1,5-a]pyridin-2-ylmethanol → HCID 72207223, compound
Reaction equation
[N:1]1[C:2]([CH2:10][OH:11])=[N:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>CCO.[O-2].[Mn+4].[O-2]>[N:1]1[C:2]([CH:10]=[O:11])=[N:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of [1,2,4]triazolo[1,5-a]pyridin-2-ylmethanol (0.35 g, 2.3 mmol) in EtOH (50 mL) was added manganese (IV) oxide (1.02 g, 11.5 mmol). The mixture was refluxed for 2 days. After cooling to room temperature, the mixture was filtered through Celite. The filtrate was concentrated, and the residue was purified by reverse phase column chromatography (eluting with 10% v/v acetonitrile in water, with 0.01% NH3.H2O) to afford the title compound (0.15 g, 43% yield) as a white solid. ESI MS: m/z 148 [M+H]+.
Workup
- temperatureThe mixture was refluxed for 2 days
- filtrationthe mixture was filtered through Celite
- concentrationThe filtrate was concentrated
- customthe residue was purified by reverse phase column chromatography (
- washeluting with 10% v/v acetonitrile in water, with 0.01% NH3.H2O)
Sources & evidence
- ORD record
- ord-770550ffb68f4471a8d3f521eff936c9
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765760B2
Reaction notes
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