1-(4-Methoxy-3-methylphenyl)-4-phenethylpiperazine → 2-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-hydroxybenzonitrile

HRID 269878Notes

Reaction equation

HRID 269878 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1C.[CH:24]1([CH2:30][CH2:31][CH2:32][N:33]2[CH2:38][CH2:37][N:36]([C:39]3[CH:46]=[CH:45][C:44]([O:47]C)=[CH:43][C:40]=3[C:41]#[N:42])[CH2:35][CH2:34]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([CH2:30][CH2:31][CH2:32][N:33]2[CH2:38][CH2:37][N:36]([C:39]3[CH:46]=[CH:45][C:44]([OH:47])=[CH:43][C:40]=3[C:41]#[N:42])[CH2:35][CH2:34]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 231115101-(4-Methoxy-3-methylphenyl)-4-phenethylpiperazineHCID 231115132-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile

Product 1

HCID 231114472-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-hydroxybenzonitrileYield 62.1%

Procedure

Production Example 10 was repeated except that 1-(4-methoxy-3-methylphenyl)-4-phenethylpiperazine was replaced with 2-[4-(3-cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile (430 mg), and the resulting crude product was purified on TLC (developer, chloroform: methanol=10:1) to provide 2-[4-(3-cyclohexylpropyl)piperazin-1-yl]-5-hydroxybenzonitrile (256 mg).

Workup

  1. customthe resulting crude product was purified on TLC (developer, chloroform: methanol=10:1)

Sources & evidence

ORD record
ord-fd8057679ebb47129fadc986d61d573f
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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