Ammonium Hydroxide → 2-Amino-5-chloro-3-fluoropyridine
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:9])[C:5](F)=[N:6][CH:7]=1.[OH-].[NH4+:11]>O>[Cl:1][C:2]1[CH:3]=[C:4]([F:9])[C:5]([NH2:11])=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 165 °C
Procedure
To a stainless steel high pressure reactor was added 5-chloro-2,3-difluoropyridine (18.0 g) and ammonium hydroxide (65 mL). The reaction was heated to 165° C. for three hours. The reaction mixture was then cooled to room temperature and diluted with water (100 mL). The resultant solid was filtered, dried, re-dissolved in CH2Cl2, and passed through a silica gel plug to afford 12.8 g (73%) of the title compound as an off-white solid.
Workup
- temperatureThe reaction mixture was then cooled to room temperature
- filtrationThe resultant solid was filtered
- customdried
- dissolutionre-dissolved in CH2Cl2
Sources & evidence
- ORD record
- ord-7002adb02caf4e03b790037a49680e58
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07851484B2
Reaction notes
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