HCID 22716473, compound → HCID 22716472, compound

HRID 1166014Notes

Reaction equation

HRID 1166014 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:18]([O-])=O)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][F:16])[C:10](=[O:17])[CH2:9]1>C(OCC)(=O)C.CN(C=O)C>[NH2:18][C:4]1[CH:5]=[CH:6][C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][F:16])[C:10](=[O:17])[CH2:9]2)=[C:2]([F:1])[CH:3]=1

Participants

4

Reactant 1

HCID 22716473HCID 22716473, compound

Product 1

HCID 22716472HCID 22716472, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-Fluoro-4-(4-{2-fluoroethyl}-3-oxopiperazin-1-yl)nitrobenzene (4.35 g) is dissolved in a mixture of ethyl acetate (250 ml) and DMF (5 ml), and the solution flushed with argon. Palladium (10% on carbon, 200 mg) is added and the mixture hydrogenated under ambient pressure. After gas uptake had ceased, the mixture is filtered through celite and solvent removed. The residue is taken up in ethyl acetate, washed twice with water, dried over magnesium sulfate and the solvent is removed to give 5-amino-2-[4-(2-fluoroethyl)-3-oxopiperazin-1-yl]fluorobenzene which is used without further purification.

Workup

  1. customthe solution flushed with argon
  2. additionPalladium (10% on carbon, 200 mg) is added
  3. filtrationthe mixture is filtered through celite and solvent
  4. customremoved
  5. washwashed twice with water
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent is removed

Sources & evidence

ORD record
ord-6f410b983d4242bc8ec495f57f2e9de3
Source dataset
uspto-grants-2003_09
Patent number
US06613349B2

Reaction notes

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