1-(4-Methoxyphenyl)-4-phenethylpiperazine → 1-(4-Tert-butylbenzoyl)-4-(2,5-difluoro-4-hydroxyphenyl)piperazine

HRID 269938Notes

Reaction equation

HRID 269938 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1.[C:23]([C:27]1[CH:50]=[CH:49][C:30]([C:31]([N:33]2[CH2:38][CH2:37][N:36]([C:39]3[CH:44]=[C:43]([F:45])[C:42]([O:46]C)=[CH:41][C:40]=3[F:48])[CH2:35][CH2:34]2)=[O:32])=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24]>>[C:23]([C:27]1[CH:50]=[CH:49][C:30]([C:31]([N:33]2[CH2:34][CH2:35][N:36]([C:39]3[CH:44]=[C:43]([F:45])[C:42]([OH:46])=[CH:41][C:40]=3[F:48])[CH2:37][CH2:38]2)=[O:32])=[CH:29][CH:28]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

3

Reactant 2

HCID 155270761-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 231115121-(4-Tert-butylbenzoyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine

Product 1

HCID 231113961-(4-Tert-butylbenzoyl)-4-(2,5-difluoro-4-hydroxyphenyl)piperazineYield 67.6%

Procedure

Production Example 2 was repeated except that 1-(4-methoxyphenyl)-4-phenethylpiperazine was replaced with 1-(4-tert-butylbenzoyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine (433 mg), to provide crude 1-(4-tert-butylbenzoyl)-4-(2,5-difluoro-4-hydroxyphenyl)piperazine (282 mg).

Sources & evidence

ORD record
ord-a0c2c73c284b4545af908ac78ebb613f
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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