1-(4-Methoxyphenyl)-4-phenethylpiperazine → HCID 23111515, compound

HRID 269920Notes

Reaction equation

HRID 269920 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1.[F:23][C:24]1[CH:29]=[C:28]([O:30]C)[C:27]([F:32])=[CH:26][C:25]=1[N:33]1[CH2:38][CH2:37][CH:36]([C:39]([NH:41][CH:42]([CH2:45][CH3:46])[CH2:43][CH3:44])=[O:40])[CH2:35][CH2:34]1>>[F:23][C:24]1[CH:29]=[C:28]([OH:30])[C:27]([F:32])=[CH:26][C:25]=1[N:33]1[CH2:38][CH2:37][CH:36]([C:39]([NH:41][CH:42]([CH2:45][CH3:46])[CH2:43][CH3:44])=[O:40])[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 155270761-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 23111399HCID 23111399, compound

Product 1

HCID 23111515HCID 23111515, compoundYield 59.3%

Procedure

Production Example 2 was repeated except that 1-(4-methoxyphenyl)-4-phenethylpiperazine was replaced with 1-(2,5-difluoro-4-methoxyphenyl)-N-(1-ethylpropyl)-4-piperidine-carboxamide (167 mg). The resulting crude product was purified on TLC (developer, chloroform: methanol=12:1) to provide 1-(2,5-difluoro-4-hydroxyphenyl)-N-(1-ethylpropyl)-4-piperidinecarboxamide (95 mg).

Workup

  1. customThe resulting crude product was purified on TLC (developer, chloroform: methanol=12:1)

Sources & evidence

ORD record
ord-dc9dd385d08f43a28ab3d1da8a96e43a
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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