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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401686Generated: October 30, 2026

Dimethylformamide → HCID 23312232, compound

https://huagongshe.com/reaction/2401686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
Reactant2-Hydroxy-5-trifluoromethylbenzaldehydeHCID 15500988—
SolventWaterHCID 962—
ProductHCID 23312232HCID 2331223265.9%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 1.0 g of 2-hydroxy-5-(trifluoromethyl)benzaldehyde, 0.86 g of 4-(chloromethyl)pyridine hydrochloride, 2.54 g of potassium carbonate and 20 ml of DMF was stirred at 80° C. for 2 hours and subsequently at 150° C. for 3 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layers were combined and washed with water and saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.91 g of 4-[5-(trifluoromethyl)benzofuran-2-yl]pyridine (hereinafter, referred to as “Present Active Compound 3”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796306B2
Source datasetuspto-grants-2014_08
ORD IDord-4c57f55e99e84ee1960f94e2942fc4e3
Source noteuspto-grants-2014_08