3-Fluoro-4-(4-ethyl-3-oxopiperazin-1-yl)nitrobenzene → 5-Amino-2-(4-ethyl-3-oxopiperazin-1-yl)fluorobenzene

HRID 1108578Notes

Reaction equation

HRID 1108578 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:17]([O-])=O)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH3:15])[C:10](=[O:16])[CH2:9]1>C(OCC)(=O)C>[NH2:17][C:4]1[CH:5]=[CH:6][C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH3:15])[C:10](=[O:16])[CH2:9]2)=[C:2]([F:1])[CH:3]=1

Participants

3

Reactant 1

HCID 187839123-Fluoro-4-(4-ethyl-3-oxopiperazin-1-yl)nitrobenzene

Product 1

HCID 187839105-Amino-2-(4-ethyl-3-oxopiperazin-1-yl)fluorobenzene

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-Fluoro-4-(4-ethyl-3-oxopiperazin-1-yl)nitrobenzene (3.4 g) was dissolved in ethyl acetate (200 ml) and the solution flushed with argon. Palladium (10% on carbon, 180 mg) was added, and the mixture hydrogenated under ambient pressure. After gas uptake had ceased, the mixture was filtered through celite and solvent evaporated to give 5-amino-2-(4-ethyl-3-oxopiperazin-1-yl)fluorobenzene, which was used without further purification.

Workup

  1. customthe solution flushed with argon
  2. additionPalladium (10% on carbon, 180 mg) was added
  3. filtrationthe mixture was filtered through celite and solvent
  4. customevaporated

Sources & evidence

ORD record
ord-5b6ad2a8485949f59ba608fcb1cb1745
Source dataset
uspto-grants-2000_05
Patent number
US06069145

Reaction notes

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