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

HRID 1528489Notes

Reaction equation

HRID 1528489 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])=[N:11][CH:12]=[C:13]([CH:17]=2)[C:14](O)=[O:15])=[CH:5][CH:4]=1)#[N:2].[F:24][C:25]([F:34])([F:33])[C:26]1[N:30]=[C:29]([CH2:31][NH2:32])[O:28][N:27]=1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:10]([O:18][CH2:19][C:20]([F:22])([F:23])[F:21])=[N:11][CH:12]=[C:13]([CH:17]=2)[C:14]([NH:32][CH2:31][C:29]2[O:28][N:27]=[C:26]([C:25]([F:24])([F:33])[F:34])[N:30]=2)=[O:15])=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666787005-(4-Cyanophenyl)-6-(2,2,2-trifluoroethoxy)nicotinic acid

Product 1

HCID 569293755-(4-cyanophenyl)-6-(2,2,2-trifluoroethoxy)-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-cyanophenyl)-6-(2,2,2-trifluoroethoxy)nicotinic acid (example BU) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; MS (ESI): 470.2 (M−H)−.

Sources & evidence

ORD record
ord-ef1b61d7d73341da87cd103b31f5d72d
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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