1-Phenyl-1H-pyrazole-5-carboxylic acid → rac-cis-(3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(1-phenyl-1H-pyrazol-5-yl)methanone

HRID 60877Notes

Reaction equation

HRID 60877 reaction equation
[C:1]1([N:7]2[C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:15][C@H:16]1[CH2:21][CH2:20][CH2:19][NH:18][C@H:17]1[CH2:22][NH:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][N:25]=1>>[CH3:15][C@H:16]1[CH2:21][CH2:20][CH2:19][N:18]([C:12]([C:11]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=[CH:9][CH:10]=2)=[O:14])[C@H:17]1[CH2:22][NH:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:31])[F:32])=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 2370561-Phenyl-1H-pyrazole-5-carboxylic acidHCID 131737152rac-cis-N-((3-Methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 131737157rac-cis-(3-Methyl-2-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)piperidin-1-yl)(1-phenyl-1H-pyrazol-5-yl)methanone

Procedure

The title compound was synthesized following the same general protocol as described in Example 11 using 1-phenyl-1H-pyrazole-5-carboxylic acid and rac-cis-N-((3-methylpiperidin-2-yl)methyl)-5-(trifluoromethyl)pyridin-2-amine. ESI-MS (m/z): 444, [M+1]+.

Sources & evidence

ORD record
ord-e0062525772847c1877632a206fac41c
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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