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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843090Generated: November 2, 2026

Dimethylformamide → HCID 58542524, compound

https://huagongshe.com/reaction/1843090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium FluorideHCID 522689—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantHCID 58542506HCID 58542506—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58542524HCID 5854252486.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

268 mg (1.40 mmol) of copper(I) iodide and 65.3 mg (1.12 mmol) of potassium fluoride are initially introduced into a heat-dried vial under argon, and 3 ml of N,N-dimethylformamide and 300 mg (0.93 mmol) of ethyl-3-cyclopropyl-4-iodo-1-methyl-1H-pyrazole-5-carboxylate and 0.28 ml (1.87 mmol) of trimethyl(trifluoromethyl)silane are added. The reaction mixture is degassed in the ultrasound, flushed with argon and the closed via is heated at 80° C. for three hours. The cooled reaction solution is admixed with a small amount of water, diluted with ethyl acetate, filtered over silica gel (ethyl acetate) and concentrated by evaporation on a rotary evaporator. Chromatographic purification on silica gel gives 212 mg of ethyl 3-cyclopropyl-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxylate (86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946234B2
Source datasetuspto-grants-2015_02
ORD IDord-fbd005f322f94ea4a5f2cd94ca0ce11c
Source noteuspto-grants-2015_02