Water → Indazole-3-carboxylic acid
Reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15]C)=[O:14])=[N:5]1)(=O)C.[OH-].[Na+].O>Cl>[NH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=[O:14])=[N:5]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 65 °C
Procedure
To methyl 1-acetylindazole-3-carboxylate (22.3 g, 0.10 mol) were added sodium hydroxide (8.18 g, 0.20 mol) and water (640 ml) and the resulting mixture was stirred at 60 to 70° C. for 6.5 hours. The reaction mixture was poured in concentrated HCl (30 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give indazole-3-carboxylic acid (17.6 g, 100%) as a pale yellow solid.
Workup
- customThe crystals thus precipitated
- filtrationwere collected by filtration under reduced pressure
- washwashed with water
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-0360e4640d5a40cf84a61038dc4d5b79
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07157487B2
Reaction notes
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