N-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine → ((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(thiazol-2-yl)phenyl)methanone

HRID 60930Notes

Reaction equation

HRID 60930 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[S:12][CH:13]=[CH:14][N:15]=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[C:11]2[S:12][CH:13]=[CH:14][N:15]=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 89739447N-(((2S,3R)-3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amineHCID 1177278935-Methyl-2-(thiazol-2-yl)benzoic acid

Product 1

HCID 117727916((2S,3R)-3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(5-methyl-2-(thiazol-2-yl)phenyl)methanone

Procedure

The title compound was prepared following the same general protocol as described in Example A1, using 5-methyl-2-(thiazol-2-yl)benzoic acid and N-(((2S,3R)-3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 475 [M+1]+.

Sources & evidence

ORD record
ord-4ac300cac12047bd89c4a4c47ef3c734
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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