HCID 23142628, compound → HCID 23142414, compound

HRID 2218792Notes

Reaction equation

HRID 2218792 reaction equation
[ClH:1].[CH2:2]([C:4]1([CH2:31][CH3:32])[CH2:9][CH2:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:11]=2[N:18]2[CH2:23][CH2:22][N:21]([CH2:24][CH:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH2:20][CH2:19]2)=[CH:6][CH2:5]1)[CH3:3]>[Pd].CO>[ClH:1].[CH2:31]([C:4]1([CH2:2][CH3:3])[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:11]=2[N:18]2[CH2:23][CH2:22][N:21]([CH2:24][CH:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[CH2:20][CH2:19]2)[CH2:6][CH2:5]1)[CH3:32]

Participants

4

Reactant 1

HCID 23142628HCID 23142628, compound

Product 1

HCID 23142414HCID 23142414, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ten percent of palladium on carbon (100 mg, wet) was added to a solution of 1-[2-(4,4-diethylcyclohex-1-enyl)-5-methoxyphenyl]-4-(tetrahydropyran-4-ylmethyl)piperazine hydrochloride (34 mg) prepared in Example (6g) in methanol (5 mL), and the mixture was stirred for 13 hours under a hydrogen atmosphere at atmospheric pressure and room temperature. The reaction mixture was passed through Celite for filtration, and the filtrate was concentrated under reduced pressure. The residual solid was washed with diethyl ether. It was then filtered to give 34 mg of the title compound as a light yellow solid.

Workup

  1. filtrationThe reaction mixture was passed through Celite for filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe residual solid was washed with diethyl ether
  4. filtrationIt was then filtered

Sources & evidence

ORD record
ord-977f3b0ae43344d983e4a5291b424f54
Source dataset
uspto-grants-2008_08
Patent number
US07410971B2

Reaction notes

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