1-(4-Fluorophenyl)piperazine → N-(1-methyl-1-(4-((4-(4-fluorophenyl)-piperazin-1-yl)methyl)phenyl)ethyl)acetamide

HRID 1282092Notes

Reaction equation

HRID 1282092 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([NH:25][C:26](=[O:28])[CH3:27])([CH3:24])[CH3:23])=[CH:18][CH:17]=1>>[CH3:24][C:22]([NH:25][C:26](=[O:28])[CH3:27])([C:19]1[CH:20]=[CH:21][C:16]([CH2:15][N:11]2[CH2:12][CH2:13][N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:9][CH2:10]2)=[CH:17][CH:18]=1)[CH3:23]

Participants

3

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 18423089N-(1-(4-chloromethylphenyl)-1-methylethyl)acetamide

Product 1

HCID 11545168N-(1-methyl-1-(4-((4-(4-fluorophenyl)-piperazin-1-yl)methyl)phenyl)ethyl)acetamide

Procedure

By similar reaction and treatment to that in Example 1(5) using 1-(4-fluorophenyl)piperazine instead of phenylpiperazine and N-(1-(4-chloromethylphenyl)-1-methylethyl)acetamide instead of N-(4-chloromethylphenylmethyl)acetamide, the title compound was obtained as pale-brown crystals, m.p.=104.5-106° C.

Workup

  1. customBy similar reaction and treatment to that in Example

Sources & evidence

ORD record
ord-38c3b09c0cf94fb1ab6f46d033d157bd
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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