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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930041Generated: October 30, 2026

3-Chloro-4-fluorophenylhydrazine hydrochloride → 1-(3-Chloro-4-fluorophenyl)-5-(5-difluoromethoxypyridin-3-yl)-1H-pyrazole-3-carboxylic acid

https://huagongshe.com/reaction/930041

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-fluorophenylhydrazine hydrochlorideHCID 44181777—
Reactant5-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acidHCID 89602575—
ReactantLithium 1-(5-difluoromethoxypyridin-3-yl)-4-ethoxy-3,4-dioxobut-1-en-1-olateHCID 131735142—
Product1-(3-Chloro-4-fluorophenyl)-5-(5-difluoromethoxypyridin-3-yl)-1H-pyrazole-3-carboxylic acidHCID 89609960—

Reaction Steps

220 mg (0.64 mmol) of the compound of Example 17A is reacted analogously to the synthesis of the compound of Example 20A with 188 mg (0.96 mmol) of 3-chloro-4-fluorophenylhydrazine hydrochloride. After hydrolysis, 120 mg (49% of theory) of the title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296720B2
Source datasetuspto-grants-2016_03
ORD IDord-45765504f8054b0fb39eee4e8be68b56
Source noteuspto-grants-2016_03