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

HRID 1528504Notes

Reaction equation

HRID 1528504 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([O:17][CH2:18][CH2:19][OH:20])=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13]([OH:15])=O)=[CH:4][CH:3]=1.[F:21][C:22]([F:31])([F:30])[C:23]1[N:27]=[C:26]([CH2:28][NH2:29])[O:25][N:24]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([O:17][CH2:18][CH2:19][OH:20])=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13]([NH:29][CH2:28][C:26]2[O:25][N:24]=[C:23]([C:22]([F:31])([F:30])[F:21])[N:27]=2)=[O:15])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 55263061(3-(Trifluoromethyl)-1,2,4-oxadiazol-5-YL)methanamineHCID 666786215-(4-Chlorophenyl)-6-(2-hydroxyethoxy)nicotinic acid

Product 1

HCID 569295655-(4-chlorophenyl)-6-(2-hydroxyethoxy)-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-chlorophenyl)-6-(2-hydroxyethoxy)nicotinic acid (example CI) and 3-trifluoromethyl-[1,2,4]oxadiazol-5-methanamine (example AK) as starting materials; LC-MS (UV peak area/ESI) 100.0%, 443.1 (M+H)+.

Sources & evidence

ORD record
ord-23f79b75b5db43b0b384d27fe548d56b
Source dataset
uspto-grants-2015_07
Patent number
US09090599B2

Reaction notes

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