rac-((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone → (3-(4-Fluorophenyl)-6-methylpyridin-2-yl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

HRID 61006Notes

Reaction equation

HRID 61006 reaction equation
[CH3:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8](C2C=C(C)C=CC=2C2C=NN(C)C=2)=[O:9])[C@@H:3]1[CH2:23][NH:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1.NC[C@@H]1[C@H](C)CCCN1C([C:46]1[C:51]([C:52]2[CH:57]=[CH:56][C:55]([F:58])=[CH:54][CH:53]=2)=[CH:50][CH:49]=[C:48]([CH3:59])[N:47]=1)=O>>[F:58][C:55]1[CH:54]=[CH:53][C:52]([C:51]2[C:46]([C:8]([N:4]3[CH2:5][CH2:6][CH2:7][C@@H:2]([CH3:1])[C@H:3]3[CH2:23][NH:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:34])[F:33])=[CH:27][N:26]=3)=[O:9])=[N:47][C:48]([CH3:59])=[CH:49][CH:50]=2)=[CH:57][CH:56]=1

Participants

3

Reactant 2

HCID 89748276rac-((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanoneHCID 117727873((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(3-(4-fluorophenyl)-6-methylpyridin-2-yl)methanone

Product 1

HCID 117727637(3-(4-Fluorophenyl)-6-methylpyridin-2-yl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

Procedure

The title compound was synthesized following the same general protocol as described for ((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)phenyl)methanone in Example A1, using ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(3-(4-fluorophenyl)-6-methylpyridin-2-yl)methanone. ESI-MS (m/z): 487 [M+1]+.

Sources & evidence

ORD record
ord-6f9d27d08a214ba8a1517d3f57f07a77
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

Loading…