1-(4-Methoxyphenyl)-4-phenethylpiperazine → HCID 69254827, compound

HRID 269944Notes

Reaction equation

HRID 269944 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]([S:39]([C:42]2([CH3:50])[CH:47]=[C:46]([CH3:48])[CH:45]=[C:44]([CH3:49])[CH2:43]2)(=[O:41])=[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[CH2:34][CH2:35][N:36]([S:39]([C:42]2([CH3:50])[CH:43]=[C:44]([CH3:49])[CH:45]=[C:46]([CH3:48])[CH2:47]2)(=[O:41])=[O:40])[CH2:37][CH2:38]1

Participants

3

Reactant 2

HCID 155270761-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 69253988HCID 69253988, compound

Product 1

HCID 69254827HCID 69254827, compoundYield 52.1%

Procedure

Production Example 2 was repeated except that 1-(4-methoxyphenyl)-4-phenethylpiperazine was replaced with 4-(2,5-difluoro-4-methoxyphenyl)-1-(1,3,5-trimethylphenylsulfonyl)-piperazine (268 mg). The resulting crude product was purified on TLC (developer, hexane: ethyl acetate=2:1) to provide 4-(2,5-difluoro-4-hydroxyphenyl)-1-(1,3,5-trimethylphenylsulfonyl)-piperazine (135 mg).

Workup

  1. customThe resulting crude product was purified on TLC (developer, hexane: ethyl acetate=2:1)

Sources & evidence

ORD record
ord-af1954d43bc3431899f48e7f078f7c95
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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