(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamine → 5-(4-chloro-3-methylphenyl)-6-cyclobutoxy-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

HRID 1528496Notes

Reaction equation

HRID 1528496 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([O:17][CH:18]3[CH2:21][CH2:20][CH2:19]3)=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13](O)=[O:14])=[CH:4][C:3]=1[CH3:22].[F:23][C:24]([F:33])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH2:31])[O:27][N:26]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([O:17][CH:18]3[CH2:21][CH2:20][CH2:19]3)=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13]([NH:31][CH2:30][C:28]2[O:27][N:26]=[C:25]([C:24]([F:33])([F:32])[F:23])[N:29]=2)=[O:14])=[CH:4][C:3]=1[CH3:22]

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666784895-(4-Chloro-3-methylphenyl)-6-cyclobutoxynicotinic acid

Product 1

HCID 569247615-(4-chloro-3-methylphenyl)-6-cyclobutoxy-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)nicotinamide

Procedure

The title compound was synthesized in analogy to Example 1 using 5-(4-chloro-3-methylphenyl)-6-cyclobutoxy-nicotinic acid (example CC) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; LC-MS (UV peak area/ESI) 93.8%, 467.1 (M+H)+.

Sources & evidence

ORD record
ord-26c7931fc8634529abc3a6be4b8c2c60
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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