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

HRID 930006Notes

Reaction equation

HRID 930006 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.[N:25]1C=CC(NN)=[CH:27][CH:26]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][N:25]=[CH:26][CH:27]=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 230141794-Hydrazinylpyridine dihydrochlorideHCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 896024935-(3-Chloro-5-fluorophenyl)-1-(pyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Procedure

1.30 g (3.97 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 1.08 g (5.95 mmol) of 4-pyridylhydrazine dihydrochloride. After hydrolysis, 9 mg (0.7% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-61c549b8ff924b1f8fff017dd4b83f7d
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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