(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamine → 4-(4-chloro-3-methylphenyl)-5-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)picolinamide

HRID 1528479Notes

Reaction equation

HRID 1528479 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:12][N:11]=[C:10]([C:20](O)=[O:21])[CH:9]=2)=[CH:4][C:3]=1[CH3:23].[F:24][C:25]([F:34])([F:33])[C:26]1[N:30]=[C:29]([CH2:31][NH2:32])[O:28][N:27]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH2:15][C:16]([F:17])([F:18])[F:19])=[CH:12][N:11]=[C:10]([C:20]([NH:32][CH2:31][C:29]3[O:28][N:27]=[C:26]([C:25]([F:24])([F:33])[F:34])[N:30]=3)=[O:21])[CH:9]=2)=[CH:4][C:3]=1[CH3:23]

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666787904-(4-Chloro-3-methylphenyl)-5-(2,2,2-trifluoroethoxy)picolinic acid

Product 1

HCID 569292764-(4-chloro-3-methylphenyl)-5-(2,2,2-trifluoroethoxy)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1 using 4-(4-chloro-3-methylphenyl)-5-(2,2,2-trifluoroethoxy)picolinic acid (example BN) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; LC-MS (UV peak area/ESI) 100%, 493.0499 (M+H)+.

Sources & evidence

ORD record
ord-0ed4056d1722478d96762a77e8bfe79d
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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