HCID 23142181, compound → HCID 23143147, compound

HRID 32136Notes

Reaction equation

HRID 32136 reaction equation
[ClH:1].[CH3:2][C:3]1([CH3:28])[CH2:8][CH2:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[N:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:19][CH2:18]2)=[CH:5][CH2:4]1>CO.[Pd]>[ClH:1].[CH3:2][C:3]1([CH3:28])[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[N:17]2[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:21][CH2:22]2)[CH2:5][CH2:4]1

Participants

4

Reactant 1

HCID 23142181HCID 23142181, compound

Product 1

HCID 23143147HCID 23143147, compoundYield 38.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-[2-(4,4-dimethylcyclohex-1-enyl)-5-methoxyphenyl]-4-pentylpiperazine hydrochloride (44 mg) prepared in Example (1f) in methanol (5 mL) was added 10% palladium on carbon (100 mg, wet), and the mixture was stirred for 17 hours under a hydrogen atmosphere at atmospheric pressure and room temperature. The reaction mixture was passed through Celite, and the filtrate was concentrated under reduced pressure. Diethyl ether was added to the residue and the mixture was filtered to give 17 mg of the title compound as a light yellow solid.

Workup

  1. concentrationthe filtrate was concentrated under reduced pressure
  2. additionDiethyl ether was added to the residue
  3. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-fbca290369e34204ab3c8046a17919f9
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Reaction notes

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