Acetic Anhydride → 1-Acetyl-1H-indazole-5-carboxylic acid
Reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[C:13](OC(=O)C)(=[O:15])[CH3:14]>CC(O)=O.CCCCCC>[C:13]([N:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1)(=[O:15])[CH3:14]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 1H-indazole-5-carboxylic acid (8.6 g, 53.04 mmol) in AcOH (200 ml) was added acetic anhydride (16.2 g), and the reaction was stirred for 2.5 h at 80° C. The resulting solution was diluted with n-hexane (400 ml). The solids were collected by filtration and washed with hexane (5×100 ml) to afford 1-acetyl-1H-indazole-5-carboxylic acid as an orange solid (8.5 g, 78%).
Workup
- filtrationThe solids were collected by filtration
- washwashed with hexane (5×100 ml)
Sources & evidence
- ORD record
- ord-3a3bb6951d4d49e3a588653a86cb29b4
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09278973B2
Reaction notes
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