3-(1-Methylethyl)-1,2,4-oxadiazole-5-methanamine → 4-(4-chlorophenyl)-N-((3-isopropyl-1,2,4-oxadiazol-5-yl)methyl)-5-(2,2,2-trifluoroethoxy)picolinamide

HRID 1528443Notes

Reaction equation

HRID 1528443 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]([OH:22])=O)[CH:9]=2)=[CH:4][CH:3]=1.[CH3:23][CH:24]([C:26]1[N:30]=[C:29]([CH2:31][NH2:32])[O:28][N:27]=1)[CH3:25]>>[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]([NH:32][CH2:31][C:29]3[O:28][N:27]=[C:26]([CH:24]([CH3:25])[CH3:23])[N:30]=3)=[O:22])[CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 280631563-(1-Methylethyl)-1,2,4-oxadiazole-5-methanamineHCID 66687043HCID 66687043, compound

Product 1

HCID 569286924-(4-chlorophenyl)-N-((3-isopropyl-1,2,4-oxadiazol-5-yl)methyl)-5-(2,2,2-trifluoroethoxy)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 4-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (example D) and 3-(1-methylethyl)-1,2,4-oxadiazole-5-methanamine (CAN 936940-67-9) as starting materials, LC-MS (UV peak area/ESI) 97.2%, 455.1099 (M+H)+.

Sources & evidence

ORD record
ord-a4b6dbab300a4214aa22afcec8f77f96
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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