5-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid → 5-(3-Chloro-5-fluorophenyl)-1-(2-trifluoromethylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

HRID 930008Notes

Reaction equation

HRID 930008 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2N(C3C=CC=CN=3)N=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[F:24][C:25]([F:35])([F:34])[C:26]1[CH:31]=[C:30]([NH:32][NH2:33])[CH:29]=[CH:28][N:27]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:32]([C:30]3[CH:29]=[CH:28][N:27]=[C:26]([C:25]([F:24])([F:34])[F:35])[CH:31]=3)[N:33]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acidHCID 1180065252-Trifluoromethylpyridin-4-yl-hydrazine hydrochloride

Product 1

HCID 896100005-(3-Chloro-5-fluorophenyl)-1-(2-trifluoromethylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Procedure

500 mg (1.53 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 358 mg (1.68 mmol) of 2-trifluoromethylpyridin-4-yl-hydrazine hydrochloride. After hydrolysis, 444 mg (75% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-c3910277734b436d82874bce58df8ea5
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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