1-(4-Methoxyphenyl)-4-phenethylpiperazine → 3-[4-(2,5-Difluoro-4-hydroxyphenyl)-piperazin-1-yl]-1-phenylpropan-1-one

HRID 269932Notes

Reaction equation

HRID 269932 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][N:36]([CH2:39][CH2:40][C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:42])[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][N:36]([CH2:39][CH2:40][C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[O:42])[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 155270761-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 231114253-[4-(2,5-Difluoro-4-methoxyphenyl)piperazin-1-yl]-1-phenylpropan-1-one

Product 1

HCID 231114693-[4-(2,5-Difluoro-4-hydroxyphenyl)-piperazin-1-yl]-1-phenylpropan-1-oneYield 101%

Procedure

Production Example 2 was repeated except that 1-(4-methoxyphenyl)-4-phenethylpiperazine was replaced with 3-[4-(2,5-difluoro-4-methoxyphenyl)piperazin-1-yl]-1-phenylpropan-1-one (344 mg), to provide crude 3-[4-(2,5-difluoro-4-hydroxyphenyl)-piperazin-1-yl]-1-phenylpropan-1-one (334 mg).

Sources & evidence

ORD record
ord-b651fc0d119f4a1c97b178189abc66f9
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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