HCID 178520024, compound → HCID 178520023, compound

HRID 1749870Notes

Reaction equation

HRID 1749870 reaction equation
[Br: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]>[Br: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 178520024HCID 178520024, compound

Product 1

HCID 178520023HCID 178520023, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (5-bromo-1H-indazol-3-yl)-methanol (0.267 g, 1.18 mmol) in ethyl acetate (12 mL) was added with manganese dioxide (1.03 g, 11.8 mmol), and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through Celite, and then the filtrate was concentrated to obtain 5-bromo-1H-indazole-3-carbaldehyde (0.179 g, 67%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-3426e0f2beb3432bab438b67c4e47f35
Source dataset
uspto-grants-2015_10
Patent number
US09156827B2

Reaction notes

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