5-Methyl-2-(4-methylpyridin-3-yl)benzoic acid → ((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(4-methylpyridin-3-yl)phenyl)methanone

HRID 60906Notes

Reaction equation

HRID 60906 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][C:16]=2[CH3:17])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH3:18][C@@H:19]1[CH2:24][CH2:23][CH2:22][NH:21][C@@H:20]1[CH2:25][NH:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][N:28]=1>>[CH3:18][C@@H:19]1[CH2:24][CH2:23][CH2:22][N:21]([C:7]([C:6]2[CH:10]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[C:11]2[CH:12]=[N:13][CH:14]=[CH:15][C:16]=2[CH3:17])=[O:9])[C@@H:20]1[CH2:25][NH:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:34])[F:35])=[CH:29][N:28]=1

Participants

3

Reactant 2

HCID 811120035-Methyl-2-(4-methylpyridin-3-yl)benzoic acidHCID 89739447N-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 117728307((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(4-methylpyridin-3-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described for Example A1, using 5-methyl-2-(4-methylpyridin-3-yl)benzoic acid and N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 483 [M+1]+.

Sources & evidence

ORD record
ord-6b6afa42debb4903abab40fec530af47
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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