Hydrochloric Acid → 5-Fluoro-4-methylpyridin-2-amine
Reaction equation
[F:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([NH:8]C(=O)C)=[N:6][CH:7]=1.Cl>C(O)C>[F:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The N1-(5-fluoro-4-methyl-2-pyridyl)acetamide (4.25 g, 25.3 mmol) obtained in (D) was dissolved in ethanol (3ml), added with 6 M aqueous hydrochloric acid (3ml) and refluxed by heating for 1 hour and 30 minutes. The reaction mixture was left stand for cooling and the solvent was concentrated. The resulting residue was dissolved in distilled water, and the system was made basic with 1 N aqueous sodium hydroxide and extracted twice with chloroform. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated to obtain the title compound (2.82 g, 88%) as solid.
Workup
- temperaturerefluxed
- temperatureby heating for 1 hour and 30 minutes
- waitThe reaction mixture was left stand
- temperaturefor cooling
- concentrationthe solvent was concentrated
- dissolutionThe resulting residue was dissolved in distilled water
- extractionextracted twice with chloroform
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-c862f786502646c3836b4dfaa4c56ff7
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07056917B2
Reaction notes
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