HCID 23111487, compound → 2,5-Difluoro-4-(4-phenethylpiperazin-1-yl)phenol

HRID 269925Notes

Reaction equation

HRID 269925 reaction equation
COC1C=CC(N2CCN(CCC3C=CC=CC=3)CC2)=CC=1C.[F:24][C:25]1[CH:30]=[C:29]([O:31]C)[C:28]([F:33])=[CH:27][C:26]=1[N:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH2:36][CH2:35]1>>[F:33][C:28]1[CH:27]=[C:26]([N:34]2[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH2:36][CH2:35]2)[C:25]([F:24])=[CH:30][C:29]=1[OH:31]

Participants

3

Reactant 2

HCID 23111487HCID 23111487, compoundHCID 231115101-(4-Methoxy-3-methylphenyl)-4-phenethylpiperazine

Product 1

HCID 231115042,5-Difluoro-4-(4-phenethylpiperazin-1-yl)phenolYield 85.9%

Procedure

Production Example 10 was repeated except that 1-(4-methoxy-3-methylphenyl)-4-phenethylpiperazine was replaced with 1-(2,5-difluoro-4-methoxyphenyl)-4-phenethylpiperazine (571 mg). The resulting crude product was purified on TLC (developer, chloroform: methanol=15:1) to provide 2,5-difluoro-4-(4-phenethylpiperazin-1-yl)phenol (470 mg).

Workup

  1. customThe resulting crude product was purified on TLC (developer, chloroform: methanol=15:1)

Sources & evidence

ORD record
ord-d8917f011d794da78b50d579fe1f8e3d
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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