Nitrogen → HCID 22664648, compound

HRID 1817250Notes

Reaction equation

HRID 1817250 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[C:10]=2[C:18]#[N:19])[CH2:5][CH2:4]1)[CH3:2].N#N>CCO.CCOC(C)=O.[Pd]>[NH2:15][C:11]1[C:10]([C:18]#[N:19])=[C:9]([N:6]2[CH2:7][CH2:8][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5]2)[CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 2

HCID 947NitrogenHCID 22664750HCID 22664750, compound

Product 1

HCID 22664648HCID 22664648, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Ethylpiperazinyl)-6-nitrobenzenecarbonitrile (1.0 eq) was dissolved in EtOH and EtOAc. The flask was purged with N2, and 10% Pd/C (0.1 eq) was added. The flask was evacuated and purged with H2 three times. The resulting mixture was stirred overnight at room temperature. The mixture was filtered through Celite, and the filter pad was washed with EtOAc. The solvent was removed in vacuo to provide the desired product as a yellow solid. LC/MS m/z 231.2 (MH+), Rt 1.42 minutes.

Workup

  1. additionwas added
  2. customThe flask was evacuated
  3. custompurged with H2 three times
  4. filtrationThe mixture was filtered through Celite
  5. washthe filter pad was washed with EtOAc
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-5ace75b2af884309b8896db5294b8a1d
Source dataset
uspto-grants-2009_10
Patent number
US07598268B2

Reaction notes

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