5-Methyl-2-(1-methyl-1H-imidazol-2-yl)benzoic acid → ((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(1-methyl-1H-imidazol-2-yl)phenyl)methanone

HRID 60924Notes

Reaction equation

HRID 60924 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH3:17][C@@H:18]1[CH2:23][CH2:22][CH2:21][NH:20][C@@H:19]1[CH2:24][NH:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][N:27]=1>>[CH3:17][C@@H:18]1[CH2:23][CH2:22][CH2:21][N:20]([C:7]([C:6]2[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[C:11]2[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=2)=[O:9])[C@@H:19]1[CH2:24][NH:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:33])[F:34])=[CH:28][N:27]=1

Participants

3

Reactant 2

HCID 811113905-Methyl-2-(1-methyl-1H-imidazol-2-yl)benzoic acidHCID 89739447N-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 117727913((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(1-methyl-1H-imidazol-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 5-methyl-2-(1-methyl-1H-imidazol-2-yl)benzoic acid and N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 472 [M+1]+.

Sources & evidence

ORD record
ord-48671dfa7380418b82b2c8c82a1ba5f9
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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