2-Fluoro-5-(trifluoromethyl)pyridine → (2-Fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

HRID 61226Notes

Reaction equation

HRID 61226 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[C:17]([N:18]2[N:22]=[CH:21][CH:20]=[N:19]2)=[CH:16][CH:15]=[CH:14][C:13]=1[F:23])=[O:11].F[C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1>>[F:23][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([N:18]2[N:19]=[CH:20][CH:21]=[N:22]2)[C:12]=1[C:10]([N:4]1[CH2:5][CH2:6][CH2:7][C@@H:8]([CH3:9])[C@H:3]1[CH2:2][NH:1][C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1)=[O:11]

Participants

3

Reactant 2

HCID 54637542-Fluoro-5-(trifluoromethyl)pyridineHCID 117727632((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Product 1

HCID 117727631(2-Fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)((2S,3R)-3-methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described for Example A44 using ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone and 2-fluoro-5-(trifluoromethyl)pyridine. ESI-MS (m/z): 463 [M+1]+. 1H NMR (300 MHz, DMSO-d6) δ 8.40-6.50 (m, 9H), 4.95-2.70 (m, 5H), 2.05-0.65 (m, 8H).

Sources & evidence

ORD record
ord-85a01e91216c49529c63b4f9fc82c681
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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