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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880728Generated: October 31, 2026

Potassium Carbonate → 2-Cyclopropyl-4-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1880728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-4-(trifluoromethyl)pyridineHCID 144958—
ReactantHCID 86647340HCID 86647340—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventTolueneHCID 1140—
Product2-Cyclopropyl-4-(trifluoromethyl)pyridineHCID 5957030753.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 21 ml of toluene were added 1.9 g of 2-chloro-4-trifluoromethylpyridine, 1 g of cyclopropyl borate, 2.92 g of potassium carbonate and 0.26 g of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane complex (1:1), and the mixture was stirred at 100° C. for 10 hours. After allowing to cool, the reaction solution was poured into an aqueous saturated ammonium chloride solution, and the resultant solution was extracted with diethyl ether three times, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1 g of 2-cyclopropyl-4-trifluoromethylpyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-e4c54c416b7243aa8265405246bf6748
Source noteuspto-grants-2012_11