5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid → rac-cis-(3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone

HRID 60873Notes

Reaction equation

HRID 60873 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH3:16][C@H:17]1[CH2:22][CH2:21][CH2:20][NH:19][C@H:18]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>>[CH3:16][C@H:17]1[CH2:22][CH2:21][CH2:20][N:19]([C:7]([C:6]2[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[N:11]2[N:15]=[CH:14][CH:13]=[N:12]2)=[O:9])[C@H:18]1[CH2:23][NH:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][N:26]=1

Participants

3

Reactant 2

HCID 532601655-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 131737152rac-cis-N-((3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 131737153rac-cis-(3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Procedure

The title compound was synthesized following the same general protocol as described in Example 11 using 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid and rac-cis-N-((3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 459, [M+1]+.

Sources & evidence

ORD record
ord-4580950b5f2b428bab0c5ad71b7f24bd
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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