1-(4-Methoxyphenyl)-4-phenethylpiperazine → (Z)-2,5-difluoro-4-[4-(3-phenyl-1-propen-1-yl)-piperidino]phenol

HRID 269918Notes

Reaction equation

HRID 269918 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](/[CH:39]=[CH:40]\[CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH2:35][CH2:34]1>>[F:32][C:27]1[CH:26]=[C:25]([N:33]2[CH2:38][CH2:37][CH:36](/[CH:39]=[CH:40]\[CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH2:35][CH2:34]2)[C:24]([F:23])=[CH:29][C:28]=1[OH:30]

Participants

3

Reactant 2

HCID 155270761-(4-Methoxyphenyl)-4-phenethylpiperazineHCID 67526767(Z)-1-(2,5-difluoro-4-methoxyphenyl)-4-(3-phenyl-1-propen-1-yl)piperidine

Product 1

HCID 67526873(Z)-2,5-difluoro-4-[4-(3-phenyl-1-propen-1-yl)-piperidino]phenolYield 278%

Procedure

Production Example 2 was repeated except that 1-(4-methoxyphenyl)-4-phenethylpiperazine was replaced with (Z)-1-(2,5-difluoro-4-methoxyphenyl)-4-(3-phenyl-1-propen-1-yl)piperidine (18 mg), to provide crude (Z)-2,5-difluoro-4-[4-(3-phenyl-1-propen-1-yl)-piperidino]phenol (48 mg).

Sources & evidence

ORD record
ord-430da43c94b34da38552ee588e331b01
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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