HCID 178520030, compound → 5-chloro-1H-indazole-3-carbaldehyde
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH2:11][OH:12]>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH:11]=[O:12]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of (5-chloro-1H-indazol-3-yl)methanol (0.208 g, 1.14 mmol) in ethyl acetate (10 mL) was added with manganese dioxide (0.991 g, 11.4 mmol), and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through Celite, then the filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 5-chloro-1H-indazole-3-carbaldehyde (0.106 g, 51%).
Workup
- filtrationThe reaction mixture was filtered through Celite
- concentrationthe filtrate was concentrated
- customthe resulting residue was purified by silica gel column chromatography (chloroform/methanol)
Sources & evidence
- ORD record
- ord-d0874be4f7f54238a129321dc68e4fcb
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09156827B2
Reaction notes
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