6-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carboxylic acid → 6-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carboxylic acid (5-trifluoromethyl-isoxazol-3-ylmethyl)-amide

HRID 1026052Notes

Reaction equation

HRID 1026052 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][C:9]=2[O:17][CH2:18][CH:19]2[CH2:21][CH2:20]2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]([F:33])([F:32])[C:25]1[O:29][N:28]=[C:27]([CH2:30][NH2:31])[CH:26]=1>>[F:33][C:24]([F:23])([F:32])[C:25]1[O:29][N:28]=[C:27]([CH2:30][NH:31][C:14]([C:12]2[CH:11]=[CH:10][C:9]([O:17][CH2:18][CH:19]3[CH2:21][CH2:20]3)=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:13]=2)=[O:16])[CH:26]=1

Participants

3

Reactant 2

HCID 666786056-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carboxylic acidHCID 66687333(5-(Trifluoromethyl)-1,2-oxazol-3-yl)methanamine hydrochloride

Product 1

HCID 569290016-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carboxylic acid (5-trifluoromethyl-isoxazol-3-ylmethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 41 using 6-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyridine-2-carboxylic acid (example AW) and 5-trifluoromethyl-isoxazol-3-methanamine hydrochloride (example BF) as starting materials, LC-MS (UV peak area/ESI) 97.8%, 452.4 (M+H)+.

Sources & evidence

ORD record
ord-f0434b0dc5ac404992f2ac1bccc98aff
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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