Acetic Acid → 1H-Indazole-5-carboxylic acid

HRID 503115Notes

Reaction equation

HRID 503115 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5]C(C#N)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[C:12]([OH:15])(=[O:14])[CH3:13].S(=O)(=O)(O)O>O>[NH:1]1[C:9]2[C:4](=[CH:5][C:13]([C:12]([OH:15])=[O:14])=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 111263841H-Indazole-5-carbonitrile

Product 1

HCID 42484541H-Indazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
110 °C

Procedure

To 867 mg of 1H-5-indazolecarbonitrile used in Production Example I-14-a were added 8 ml of glacial acetic acid, 2.5 ml of water and 2 ml of concentrated sulfuric acid, and the mixture was stirred at 110° C. for 10 hours. After standing to cool, the mixture was added with 50 ml of water, and the resulting crystals were collected by filtration and dried in vacuo, to give 911 mg of the title compound as white crystals.

Workup

  1. temperatureto cool
  2. filtrationthe resulting crystals were collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-bc204de5d52c48139819620d59ac1096
Source dataset
uspto-grants-2010_08
Patent number
US07776890B2

Reaction notes

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