6-Methoxy-1H-indazole-3-carboxylic acid → 6-Hydroxy-1H-indazole-3-carboxylic acid

HRID 1873950Notes

Reaction equation

HRID 1873950 reaction equation
C[O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:12]([OH:14])=[O:13])=[N:8][NH:9]2)=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:12]([OH:14])=[O:13])=[N:8][NH:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 224776586-Methoxy-1H-indazole-3-carboxylic acid

Product 1

HCID 1356270846-Hydroxy-1H-indazole-3-carboxylic acidYield 159.8%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

6-Methoxyindazole-3-carboxylic acid (1.015 g; manufactured by Chem Pacific) was dissolved in hydrobromic acid (52 mL; manufactured by Kanto Chemical Co., Inc.), and stirred overnight at reflux. After cooling to room temperature, disappearance of the reacting material and generation of the target compound was confirmed based on LCMS. The solvent was evaporated under reduced pressure to obtain the target compound as a crude product (1.504 g).

Workup

  1. temperatureat reflux
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-8f06c81ecfd54989a4224d2e12f76621
Source dataset
uspto-grants-2012_11
Patent number
US08304443B2

Reaction notes

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