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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383568Generated: November 1, 2026

3-Methylbut-1-yne → HCID 21188054, compound

https://huagongshe.com/reaction/1383568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylbut-1-yneHCID 69019—
Reactant5-Amino-3-cyano-4-iodo-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazoleHCID 15462077—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 21188054HCID 21188054—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-iodopyrazole (447 mg, the compound of Example A1) in triethylamine (10 ml) at room temperature was added 3-methylbut-1-yne (0.5 ml), cuprous iodide (15 mg) and bis(triphenylphosphine)palladium(II) chloride (30 mg). The reaction mixture was heated at 70° C. for two hours. The reaction mixture was partitioned between ether (100 ml) and water (100 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 dichloromethane: hexane (1:1) to provide the title compound as a pale yellow solid m.p. 210-2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255333B1
Source datasetuspto-grants-2001_07
ORD IDord-aefeaf5d9a9a4307823743ad86285c1c
Source noteuspto-grants-2001_07