2-(Ethylamino)-6fluoro-3-nitropyridine → 3-Amino-2-(ethylamino)-6-fluoropyridine
Reaction equation
[CH2:1]([NH:3][C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[C:6]([F:13])[N:5]=1)[CH3:2]>C1COCC1.[OH-].[OH-].[Pd+2]>[NH2:10][C:9]1[C:4]([NH:3][CH2:1][CH3:2])=[N:5][C:6]([F:13])=[CH:7][CH:8]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-(ethylamino)-6-fluoro-3-nitropyridine (43.2 g, 230 mmol) in THF (1 L) was stirred overnight at room temperature under hydrogen (1 atm.) in the presence of 20% Pd(OH)2/C (4.35 g). The catalyst was removed by filtration through diatomaceous earth. The filtrate was concentrated under reduced pressure to give the title compound (36.3 g, 95% yield) as a black solid.
Workup
- customThe catalyst was removed by filtration through diatomaceous earth
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-79863259f1654f0594532cd1c1a0da14
- Source dataset
- uspto-grants-2002_07
- Patent number
- US06420359B1
Reaction notes
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