2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine → N,N-dimethyl-2-(4-(piperazin-1-yl)cyclohexyl)ethanamine

HRID 243562Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine (660 mg) is dissolved in ethanol (20 ml). Palladium on carbon (100 mg) is added and the mixture is stirred for 16 hours at 50° C. under an atmosphere of hydrogen (50 psi). The catalyst is removed by filtration and the filtrate concentrated under reduced pressure to give N,N-dimethyl-2-(4-(piperazin-1-yl)cyclohexyl)ethanamine (412 mg). m/z(+) 240 (M+H+).

Workup

customThe catalyst is removed by filtration
concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record: ord-8c65695575ec4d6391e0bc8001de19b8
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653262B2

Reaction notes

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