Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842891Generated: November 1, 2026

1-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole → 1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile

https://huagongshe.com/reaction/1842891

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazoleHCID 70816133—
ReactantHCID 178418546HCID 178418546—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrileHCID 7081645133.8%

Reaction Conditions

Temperature200 °C

Reaction Steps

To a stirred solution of 1-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole (0.2 g, 0.49 mmol, 1.0 eq) in NMP (5 mL) was added CuCN (0.044 g, 0.49 mmol, 1.0 eq) and heated to 200° C. for 2 h. The reaction mixture was passed through celite pad and washed with excess of ethyl acetate. The filtrate was washed with water and ethyl acetate layer was separated, dried (Na2SO4), and the solvent evaporated. The resulting residue was purified by CC using ethyl acetate/PE (1:19) to get 1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile (0.05 g, crude, yellow solid; TLC system: EtOAc/PE (1:9) Rf: 0.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946204B2
Source datasetuspto-grants-2015_02
ORD IDord-ea0c224130bd40d68a3e722f59804d94
Source noteuspto-grants-2015_02