2-[(3R)-3-(methylamino)piperidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethylcyclohexanol dihydrochloride → 1-{2-[(3R)-3-(methylamino)piperidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride

HRID 28822Notes

Reaction equation

HRID 28822 reaction equation
[ClH:1].Cl.CN[C@@H]1CCCN(C2CCCCC2(C(C2C=CC=C(OC(F)(F)F)C=2)C)O)C1.[OH:31][C:32]1([CH:38]([C:55]2[CH:60]=[CH:59][CH:58]=[C:57]([O:61][C:62]([F:65])([F:64])[F:63])[CH:56]=2)[C:39]([N:41]2[CH2:46][CH2:45][CH2:44][C@@H:43]([NH:47][C:48](=O)OC(C)(C)C)[CH2:42]2)=O)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>>[ClH:1].[ClH:1].[CH3:48][NH:47][C@@H:43]1[CH2:44][CH2:45][CH2:46][N:41]([CH2:39][CH:38]([C:32]2([OH:31])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]2)[C:55]2[CH:60]=[CH:59][CH:58]=[C:57]([O:61][C:62]([F:63])([F:64])[F:65])[CH:56]=2)[CH2:42]1

Participants

3

Reactant 2

HCID 865993932-[(3R)-3-(methylamino)piperidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethylcyclohexanol dihydrochlorideHCID 86599395HCID 86599395, compound

Product 1

HCID 114428561-{2-[(3R)-3-(methylamino)piperidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride

Procedure

In an analogous manner to Example 13, step 2 1-{2-[(3R)-3-(methylamino)piperidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethylcyclohexanol dihydrochloride was prepared from tert-butyl ((3R)-1-{(1-hydroxycyclohexyl)[3-(trifluoromethoxy)phenyl]acetyl}piperidin-3-yl)carbamate. MS m/z 401; HRMS: calcd for C21H31F3N2O2+H, 401.24159; found (ESI, [M+H]+), 401.2406.

Sources & evidence

ORD record
ord-fd031a5f2fcb4d31be77add024279d24
Source dataset
uspto-grants-2008_09
Patent number
US07419980B2

Reaction notes

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