1-(4'-Cyanobenzyl)imidazol-5-ylmethyl Piperazine-4-carboxylic Acid Benzyl Ester → 1-(4'-Cyanobenzyl)imidazol-5-ylmethyl piperazine

HRID 1249809Notes

Reaction equation

HRID 1249809 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)[CH:13]([CH2:26][C:27]2[NH:31][CH:30]=[N:29][CH:28]=2)[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:24]([C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH:13]2[CH2:26][C:27]2[NH:31][CH:30]=[N:29][CH:28]=2)=[CH:23][CH:22]=1)#[N:25]

Participants

5

Reactant 2

HCID 865852921-(4'-Cyanobenzyl)imidazol-5-ylmethyl Piperazine-4-carboxylic Acid Benzyl EsterHCID 178418361HCID 178418361, compound

Product 1

HCID 536553351-(4'-Cyanobenzyl)imidazol-5-ylmethyl piperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The product from Step 1 (6.17 mmol) was dissolved in absolute ethanol followed by the introduction of 10% Pd/C catalyst then hydrogen under atmospheric pressure. The catalyst was removed via filtration through filter-aid and the product was isolated by removing the solvent under reduced pressure. 1H—NMR (CD3OD): 7.8 (s, 1H); 7.75 (d, 2H); 7.3 (d, 2H); 6.9 (s, 1H); 5.45 (s, 2H); 3.3 (m, 4H); 2.6 (s, 2H); 2.3 (m, 4H).

Workup

  1. customThe catalyst was removed via filtration
  2. filtrationthrough filter-aid
  3. customthe product was isolated
  4. customby removing the solvent under reduced pressure

Sources & evidence

ORD record
ord-254a4bff231d4adebee665d714d2653a
Source dataset
uspto-grants-2002_01
Patent number
US06335343B1

Reaction notes

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