4-(2-Fluoro-4-nitrophenyl)-1,2-dimethylpiperazine → HCID 63610994, compound

HRID 2117624Notes

Reaction equation

HRID 2117624 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][C:9]=2[F:17])[CH2:4][CH:3]1[CH3:18]>[Pd].C(O)C>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH:3]([CH3:18])[CH2:4]2)=[C:9]([F:17])[CH:10]=1

Participants

4

Reactant 1

HCID 692010104-(2-Fluoro-4-nitrophenyl)-1,2-dimethylpiperazine

Product 1

HCID 63610994HCID 63610994, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

Absolute ethanol (2 mL) was added to a two-necked round-bottomed flask containing palladium on carbon (0.09 g, 0.42 mmol). The reaction vessel was evacuated and purged with nitrogen three times. 1,2-Dimethyl-4-(2-fluoro-4-nitrophenyl)piperazine (1.06 g, 4.2 mmol) in absolute ethanol (10 mL) was added and the vessel purged thrice more with nitrogen. After purging thrice with hydrogen, the reaction was left to stir under a hydrogen atmosphere at room temperature for 18 h. The reaction mixture was filtered through a pad of Celite washing with additional ethanol. Excess ethanol was removed under reduced pressure to afford the title compound as an off-white oil. LC-MS (UV 215nm): 93%; m/z 224.35; 0.58 min.

Workup

  1. customThe reaction vessel was evacuated
  2. custompurged with nitrogen three times
  3. customthe vessel purged thrice more with nitrogen
  4. customAfter purging thrice with hydrogen
  5. waitthe reaction was left
  6. filtrationThe reaction mixture was filtered through a pad of Celite
  7. washwashing with additional ethanol
  8. customExcess ethanol was removed under reduced pressure

Sources & evidence

ORD record
ord-30d7dd5be29d425887ce6c85a69df762
Source dataset
uspto-grants-2008_10
Patent number
US07442698B2

Reaction notes

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