2-(1H-imidazol-1-yl)-5-methylbenzoic acid → rac-cis-(2-(1H-Imidazol-1-yl)-5-methylphenyl)(3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

HRID 60875Notes

Reaction equation

HRID 60875 reaction equation
[N:1]1([C:6]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:7]=2[C:8]([OH:10])=O)[CH:5]=[CH:4][N:3]=[CH:2]1.[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>>[N:1]1([C:6]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:7]=2[C:8]([N:19]2[CH2:20][CH2:21][CH2:22][C@H:17]([CH3:16])[C@@H:18]2[CH2:23][NH:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][N:26]=2)=[O:10])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 545929282-(1H-imidazol-1-yl)-5-methylbenzoic acidHCID 131737152rac-cis-N-((3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 131737155rac-cis-(2-(1H-Imidazol-1-yl)-5-methylphenyl)(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 in Example 11 using 2-(1H-imidazol-1-yl)-5-methylbenzoic acid and rac-cis-N-((3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 458, [M+1]+.

Sources & evidence

ORD record
ord-1e3acad0b6f840e9af101307e8be9443
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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