1-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazine → HCID 23111440, compound

HRID 269907Notes

Reaction equation

HRID 269907 reaction equation
C(OC1C=CC(N2CCN(CCCC3CCCCC3)CC2)=CC=1Cl)C1C=CC=CC=1.[CH2:31]([N:33]([CH2:57][CH3:58])[C:34]([N:36]1[CH2:41][CH2:40][N:39]([C:42]2[CH:47]=[CH:46][C:45]([O:48]CC3C=CC=CC=3)=[C:44]([F:56])[CH:43]=2)[CH2:38][CH2:37]1)=[O:35])[CH3:32]>>[CH2:57]([N:33]([CH2:31][CH3:32])[C:34]([N:36]1[CH2:37][CH2:38][N:39]([C:42]2[CH:47]=[CH:46][C:45]([OH:48])=[C:44]([F:56])[CH:43]=2)[CH2:40][CH2:41]1)=[O:35])[CH3:58]

Participants

3

Reactant 2

HCID 231114081-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazineHCID 23111441HCID 23111441, compound

Product 1

HCID 23111440HCID 23111440, compoundYield 57.2%

Procedure

Production Example 30 was repeated except that 1-(4-benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazine was replaced with N,N-diethyl-4-(4-benzyloxy-3-fluorophenyl)-1-piperazinecarboxamide (365 mg). The resulting crude product was purified on TLC (developer, chloroform:methanol=12:1) to provide N,N-diethyl-4-(3-fluoro-4-hydroxyphenyl)-1-piperazinecarboxamide (160 mg).

Workup

  1. customThe resulting crude product was purified on TLC (developer, chloroform:methanol=12:1)

Sources & evidence

ORD record
ord-528358b61c6d4deba98dca266c929ed0
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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