5-Hydrazinyl-2-methylpyridine--hydrogen chloride (1/1) → 5-(3-Chloro-5-fluorophenyl)-1-(6-methylpyridin-3-yl)-1H-pyrazole-3-carboxylic acid

HRID 930003Notes

Reaction equation

HRID 930003 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16]N=3)[N:12]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.CC1[N:30]=[CH:29]C(NN)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:29]=[N:30][C:17]([CH3:16])=[CH:18][CH:19]=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 248205115-Hydrazinyl-2-methylpyridine--hydrogen chloride (1/1)HCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 896025605-(3-Chloro-5-fluorophenyl)-1-(6-methylpyridin-3-yl)-1H-pyrazole-3-carboxylic acid

Procedure

785 g (2.25 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 599 mg (3.38 mmol) of 6-methylpyridin-3-yl-hydrazine hydrochloride. After hydrolysis, 60 mg (8% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-5d5f077b4bf74f618941508267f13513
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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