HCID 14664366, compound → HCID 14664368, compound

HRID 2082311Notes

Reaction equation

HRID 2082311 reaction equation
[N:1]1([C:6]2[CH:26]=[CH:25][C:9]([C:10]([N:12]3[CH2:17][CH2:16][N:15](CC4C=CC=CC=4)[CH2:14][CH2:13]3)=[O:11])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>C(O)C.[Pd].O>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([C:10]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[O:11])=[CH:25][CH:26]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 1

HCID 14664366HCID 14664366, compound

Product 1

HCID 14664368HCID 14664368, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

1-[4-(1H-Imidazol-1-yl)benzoyl]-4-(phenylmethyl)piperazine (26.65 g, 76.9 mmol) is dissolved in ethanol (500 mL) and 10% palladium on carbon (2.00 g) as a slurry in water (10 mL) is added to the solution. The mixture is shaken under an atmosphere of hydrogen on a Parr apparatus at 50 psi and 50° C. for 30 hr. The mixture is filtered through Celite, the solvent is evaporated, and the residue is triturated with ether and crystallized from ethyl acetate-hexane to afford the title compound.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. customthe solvent is evaporated
  3. customthe residue is triturated with ether
  4. customcrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-bc117e2d6b874e07b60ed269d7ec8cfa
Source dataset
uspto-grants-1993_02
Patent number
US05189036

Reaction notes

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