HCID 178520033, compound → HCID 178520032, compound

HRID 1749865Notes

Reaction equation

HRID 1749865 reaction equation
[F: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]>[F: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

HCID 178520033HCID 178520033, compound

Product 1

HCID 178520032HCID 178520032, compoundYield 70.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (5-fluoro-1H-indazol-3-yl)methanol (0.215 g, 1.29 mmol) in ethyl acetate (10 mL) was added with manganese dioxide (1.12 g, 12.9 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-fluoro-1H-indazole-3-carbaldehyde (0.150 g, 70%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customthe resulting residue was purified by silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-6d2bea766d1d4247a844bb381000f9b8
Source dataset
uspto-grants-2015_10
Patent number
US09156827B2

Reaction notes

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