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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383569Generated: October 31, 2026

Dimethylformamide → HCID 21188055, compound

https://huagongshe.com/reaction/1383569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPropargyl alcoholHCID 7859—
Reactant5-Amino-3-cyano-4-iodo-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazoleHCID 15462077—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 21188055HCID 21188055—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-iodopyrazole (200 mg, the compound of Example A1) in triethylamine (2 ml) and dimethylformamide (1 ml) at room temperature was added propargyl alcohol (0.2 ml), cuprous iodide (10 mg) and bis(triphenylphosphine)palladium(II) chloride (20 mg). The reaction mixture was heated at 70° C. for two hours. The reaction mixture was partitioned between ether (10 ml) and water (10 ml). The organic layer was separated, washed with brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography on silica gel eluted with ether:dichloromethane (10:1) to provide the title compound as a pale yellow solid m.p. 237-9° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255333B1
Source datasetuspto-grants-2001_07
ORD IDord-0ab16ba369ef48218729708628323cfd
Source noteuspto-grants-2001_07