Cornforth reagent → 4-Bromo-1H-indazole-6-carboxaldehyde

HRID 1615264Notes

Reaction equation

HRID 1615264 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]([CH2:11][OH:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2.C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O>>[Br:1][C:2]1[CH:10]=[C:9]([CH:11]=[O:12])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][NH:6]2

Participants

3

Reactant 2

HCID 2724130Cornforth reagentHCID 68758903HCID 68758903, compound

Product 1

HCID 596355854-Bromo-1H-indazole-6-carboxaldehydeYield 53%

Procedure

According to the method of A52B, (4-bromo-1H-indazol-6-yl)methanol was oxidized with PDC to give the title compound as a beige solid (413 mg, 53%). MS ESI [M+H]+, calcd for [C8H5BrN2O+H]+ 225.0, 227.0; found m/z 224.9, 226.9.

Sources & evidence

ORD record
ord-1732fb0f1ad84beb8d0fdd70987f1471
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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