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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406599Generated: October 29, 2026

2-Chloro-4-fluorobenzoyl chloride → 4-(2-chloro-4-fluorobenzoyl)-5-(2,6-difluorophenyl)-1-methyl-1H-pyrazole-3-carbonitrile

https://huagongshe.com/reaction/406599

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-fluorobenzoyl chlorideHCID 2736546—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant5-(2,6-difluorophenyl)-1-methyl-1H-pyrazole-3-carbonitrileHCID 66613767—
Solvent1,2-DichloroethaneHCID 11—
Solvent1,1-DichloroethaneHCID 6365—
Product4-(2-chloro-4-fluorobenzoyl)-5-(2,6-difluorophenyl)-1-methyl-1H-pyrazole-3-carbonitrileHCID 66612429—

Reaction Conditions

Temperature180 °C

Reaction Steps

To a mixture of aluminum chloride (0.18 g, 1.36 mmol) in 1,2-dichloroethane (2 mL) was added a mixture of 2-chloro-4-fluorobenzoyl chloride (0.26 g, 1.36 mmol) and 5-(2,6-difluorophenyl)-1-methyl-1H-pyrazole-3-carbonitrile (i.e. the product of Step B) (0.15 g, 0.68 mmol) in dichloroethane (1 mL). The reaction mixture was heated at 180° C. in a Biotage Initiator™ microwave apparatus for 30 minutes. The resulting mixture was poured directly onto a Varian Bond Elute SIC) column and eluted with methylene chloride followed by 30% ethyl acetate in hexanes to provide the title compound, a compound of the present invention, as a solid (0.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754115B2
Source datasetuspto-grants-2014_06
ORD IDord-9c209cf174304474b3653d497eb71ea4
Source noteuspto-grants-2014_06