2-Bromo-5-fluoropyridine → ((2S,3R)-2-(((5-Fluoropyridin-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone

HRID 60977Notes

Reaction equation

HRID 60977 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[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=1[N:19]1[CH:23]=[N:22][C:21]([C:24]([F:27])([F:26])[F:25])=[N:20]1)=[O:11].Br[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][N:30]=1>>[F:35][C:32]1[CH:33]=[CH:34][C:29]([NH:1][CH2:2][C@@H:3]2[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]2[C:10]([C:12]2[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=2[N:19]2[CH:23]=[N:22][C:21]([C:24]([F:27])([F:26])[F:25])=[N:20]2)=[O:11])=[N:30][CH:31]=1

Participants

3

Reactant 2

HCID 27831712-Bromo-5-fluoropyridineHCID 117727731((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone

Product 1

HCID 117728086((2S,3R)-2-(((5-Fluoropyridin-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone

Procedure

The title compound was synthesized following the same general protocol as described in Example A44, using ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone and 2-bromo-5-fluoropyridine. ESI-MS (m/z): 477 [M+1]+.

Sources & evidence

ORD record
ord-ee0dd5e7dc9c416896fc0f57330122a5
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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