Hydrochloric Acid → 1-ethyl-4-fluoro-1H-pyrazole-5-carboxylic acid
Reaction equation
[CH2:1]([N:3]1[C:7]([C:8]([O:10]CC)=[O:9])=[C:6]([F:13])[CH:5]=[N:4]1)[CH3:2].Cl>O1CCOCC1>[CH2:1]([N:3]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([F:13])[CH:5]=[N:4]1)[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of ethyl 1-ethyl-4-fluoro-1H-pyrazole-5-carboxylate (67 mg) in 1,4-dioxane (3 ml) was added 2M hydrochloric acid (2 ml) was added and the mixture was heated at reflux under nitrogen for 120 h. The mixture was cooled to room temperature and the solvent was removed in vacuo. Toluene (15 ml) was added and the solvent was removed in vacuo to give a solid that was dried in a vacuum oven overnight to give the title compound (26 mg) as a brown solid.
Workup
- additionwas added
- temperaturethe mixture was heated
- temperatureat reflux under nitrogen for 120 h
- customthe solvent was removed in vacuo
- additionToluene (15 ml) was added
- customthe solvent was removed in vacuo
- customto give a solid
- customthat was dried in a vacuum oven overnight
Sources & evidence
- ORD record
- ord-11e4c56967834f96826b35e474adafa2
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658635B2
Reaction notes
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