5-(1-Methylethyl)-3-isoxazolemethanamine → 6-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (5-isopropyl-isoxazol-3-ylmethyl)-amide

HRID 1026049Notes

Reaction equation

HRID 1026049 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14](O)=[O:15])[CH:11]=[CH:10][C:9]=2[O:17][CH2:18][C:19]([F:22])([F:21])[F:20])=[CH:4][CH:3]=1.[CH3:23][CH:24]([C:26]1[O:30][N:29]=[C:28]([CH2:31][NH2:32])[CH:27]=1)[CH3:25]>>[CH:24]([C:26]1[O:30][N:29]=[C:28]([CH2:31][NH:32][C:14]([C:12]2[CH:11]=[CH:10][C:9]([O:17][CH2:18][C:19]([F:20])([F:22])[F:21])=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:13]=2)=[O:15])[CH:27]=1)([CH3:25])[CH3:23]

Participants

3

Reactant 2

HCID 280651515-(1-Methylethyl)-3-isoxazolemethanamineHCID 666784836-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 569289026-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (5-isopropyl-isoxazol-3-ylmethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 41, using 6-(4-chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (example AF) and 5-(1-methylethyl)-3-isoxazolemethanamine (CAN 154016-49-6) as starting materials; LC-MS (UV peak area/ESI) 97.1%, 454.6 (M+H)+.

Sources & evidence

ORD record
ord-7bc660c5d5464b4e8b42dc9713b3ba95
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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