Tert-butyl 4-[(1-hydroxycyclohexyl)(4-{[2-(trifluoromethyl)benzyl]oxy}phenyl)acetyl]piperazine-1-carboxylate → 1-[2-piperazin-1-yl-1-(4-{[2-(trifluoromethyl)benzyl]oxy}phenyl)ethyl]cyclohexanol Dihydrochloride

HRID 28850Notes

Reaction equation

HRID 28850 reaction equation
[ClH:1].Cl.N1(C2CCCCC2(CCC2C=CC(OCC3C=CC=CC=3C(F)(F)F)=CC=2)O)CCNCC1.[OH:36][C:37]1([CH:43]([C:59]2[CH:64]=[CH:63][C:62]([O:65][CH2:66][C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][C:68]=3[C:73]([F:76])([F:75])[F:74])=[CH:61][CH:60]=2)[C:44]([N:46]2[CH2:51][CH2:50][N:49](C(OC(C)(C)C)=O)[CH2:48][CH2:47]2)=O)[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>>[ClH:1].[ClH:1].[N:46]1([CH2:44][CH:43]([C:37]2([OH:36])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)[C:59]2[CH:64]=[CH:63][C:62]([O:65][CH2:66][C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][C:68]=3[C:73]([F:76])([F:75])[F:74])=[CH:61][CH:60]=2)[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1

Participants

3

Reactant 2

HCID 68854213Tert-butyl 4-[(1-hydroxycyclohexyl)(4-{[2-(trifluoromethyl)benzyl]oxy}phenyl)acetyl]piperazine-1-carboxylateHCID 86600432HCID 86600432, compound

Product 1

HCID 688546981-[2-piperazin-1-yl-1-(4-{[2-(trifluoromethyl)benzyl]oxy}phenyl)ethyl]cyclohexanol Dihydrochloride

Procedure

In an analogous manner to Example 1, step 2, 1-[2-piperazin-1-yl-1-(4-{[2-(trifluoromethyl)benzyl]oxy}phenylethyl]cyclohexanol dihydrochloride was prepared from tert-butyl 4-[(1-hydroxycyclohexyl)(4-{[2-(trifluoromethyl)benzyl]oxy}phenyl)acetyl]piperazine-1-carboxylate. MS (ES) m/z 463.3; HRMS: calcd for C26H33F3N2O2+H+, 463.25669; found (ESI-FT/MS, [M+H]1+), 463.2574.

Sources & evidence

ORD record
ord-ccfe2ed87bdb429b81431409d568a9e0
Source dataset
uspto-grants-2008_09
Patent number
US07419980B2

Reaction notes

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