1-(3-Cyclopentylpropyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine → 4-[4-(3-Cyclopentylpropyl)piperazin-1-yl]-2,5-difluorophenol

HRID 269927Notes

Reaction equation

HRID 269927 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1C.[CH:24]1([CH2:29][CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][N:35]([C:38]3[CH:43]=[C:42]([F:44])[C:41]([O:45]C)=[CH:40][C:39]=3[F:47])[CH2:34][CH2:33]2)[CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([CH2:29][CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][N:35]([C:38]3[C:39]([F:47])=[CH:40][C:41]([OH:45])=[C:42]([F:44])[CH:43]=3)[CH2:34][CH2:33]2)[CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 231113951-(3-Cyclopentylpropyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazineHCID 231115101-(4-Methoxy-3-methylphenyl)-4-phenethylpiperazine

Product 1

HCID 231114994-[4-(3-Cyclopentylpropyl)piperazin-1-yl]-2,5-difluorophenolYield 34.6%

Procedure

Production Example 10 was repeated except that 1-(4-methoxy-3-methylphenyl)-4-phenethylpiperazine was replaced with 1-(3-cyclopentylpropyl)-4-(2,5-difluoro-4-methoxyphenyl)-piperazine (250 mg). The resulting crude product was purified on TLC (developer, chloroform: methanol=16:1) to provide 4-[4-(3-cyclopentylpropyl)piperazin-1-yl]-2,5-difluorophenol (83 mg).

Workup

  1. customThe resulting crude product was purified on TLC (developer, chloroform: methanol=16:1)

Sources & evidence

ORD record
ord-e66ff045500e4e16b60153ab1df8c51e
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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