Ethanol → HCID 141625002, compound

HRID 449713Notes

Reaction equation

HRID 449713 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:10]=[N:11][C:12]([N+:15]([O-])=O)=[CH:13][CH:14]=2)[CH2:5][CH2:4]1)[CH3:2].[CH2:18](O)C>[Pd]>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6](/[C:9](=[CH:14]\[CH:13]=[CH2:18])/[CH:10]=[N:11]/[CH2:12][NH2:15])[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 575020861-Ethyl-4-(6-nitropyridin-3-yl)piperazine

Product 1

HCID 141625002HCID 141625002, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 1-ethyl-4-(6-nitropyridin-3-yl)piperazine (500 mg, 2.12 mmol) in ethanol (20 mL) was added 10% Pd/C (113 mg, 0.11 mmol) and the resulting mixture was stirred under a hydrogen atmosphere for 18 h. The reaction mixture was filtered through celite, washed with ethanol and concentrated to give N-[(E)-2-(4-ethyl-piperazin-1-yl)-penta-2,4-dien-(Z)-ylidene]-methanediamine (377 mg, 86%) as a grey solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with ethanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3dfc64a2dd084b69a6159c7f85ac72cf
Source dataset
uspto-grants-2013_07
Patent number
US08481540B2

Reaction notes

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