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

HRID 1528480Notes

Reaction equation

HRID 1528480 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:13][N:12]=[C:11]([C:21](O)=[O:22])[CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[F:24][C:25]([F:34])([F:33])[C:26]1[N:30]=[C:29]([CH2:31][NH2:32])[O:28][N:27]=1>>[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([O:15][CH2:16][C:17]([F:19])([F:18])[F:20])=[CH:13][N:12]=[C:11]([C:21]([NH:32][CH2:31][C:29]3[O:28][N:27]=[C:26]([C:25]([F:34])([F:33])[F:24])[N:30]=3)=[O:22])[CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666787954-(3,4-Dimethylphenyl)-5-(2,2,2-trifluoroethoxy)picolinic acid

Product 1

HCID 569292774-(3,4-dimethylphenyl)-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-(3,4-dimethylphenyl)-5-(2,2,2-trifluoroethoxy)picolinic acid (example BO) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; LC-MS (UV peak area/ESI) 100%, 475.1211 (M+H)+.

Sources & evidence

ORD record
ord-a9c94eb058434429ae2c8cb4ef9efe31
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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