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1-Benzyl-4-[3-(1,1-dimethylethylamino)pyridyl]piperazine → 1-[3-(1,1-Dimethylethylamino)pyridyl]piperazine

HRID 2293775
Notes
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Reaction equation

HRID 2293775 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[CH3:24][C:21]([NH:20][C:19]1[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:15][CH:16]=[CH:17][CH:18]=1)([CH3:22])[CH3:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 214776231-Benzyl-4-[3-(1,1-dimethylethylamino)pyridyl]piperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 110426831-[3-(1,1-Dimethylethylamino)pyridyl]piperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[3-(1,1-dimethylethylamino)pyridyl]piperazine (PREPARATION 96, 4.25 g, 13.10 mmol) is dissolved in 100 ml ethanol. Palladium (10% on carbon, 1.0 g) is added and the solution hydrogenated at 40 psi hydrogen gas. The mixture is filtered and concentrated to give the title compound, NMR (300 MHz, CD3OD) 7.53, 7.19, 6.93, 2.95, 1.39 δ.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d9140f8d7cc34a82bf8044317997d335
Source dataset
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05686610

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes