2-Chloro-4-hydrazinylpyridine hydrochloride → 5-(3-Chloro-5-fluorophenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

HRID 930007Notes

Reaction equation

HRID 930007 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18]C=CN=3)[N:12]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[Cl:24][C:25]1[CH:30]=C(NN)C=C[N:26]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][N:26]=[C:25]([Cl:24])[CH:30]=3)[N:12]=[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 865938392-Chloro-4-hydrazinylpyridine hydrochlorideHCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 896099585-(3-Chloro-5-fluorophenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Procedure

807 mg (2.90 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 574 mg (3.19 mmol) of 2-chloropyridin-4-yl-hydrazine hydrochloride. After hydrolysis, 248 mg (24% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-d0628d9f414b48e2b6a5d081c6206546
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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