1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid → N-(4-chloro-3-(pyridin-2-yl)phenyl)-1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxamide

HRID 633262

Reaction equation

HRID 633262 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:26]([CH3:27])=[C:25]([C:28](O)=[O:29])[CH:24]=[N:23]2)=[CH:18][CH:17]=1>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:28]([C:25]2[CH:24]=[N:23][N:22]([C:19]3[CH:20]=[CH:21][C:16]([F:15])=[CH:17][CH:18]=3)[C:26]=2[CH3:27])=[O:29])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 42702631-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acidHCID 401519254-Chloro-3-(pyridin-2-yl)aniline

Product 1

HCID 58614761N-(4-chloro-3-(pyridin-2-yl)phenyl)-1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxamide

Procedure

50 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid via Procedure G. The product was purified on reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxamide. MS (Q1) 407.0 (M)+.

Workup

  1. customThe product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-21a1045fadf041578ac9f60371201b3a
Source dataset
uspto-grants-2016_04
Patent number
US09321761B2

Linked notes

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