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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401695Generated: November 2, 2026

Dimethylformamide → HCID 86680837, compound

https://huagongshe.com/reaction/2401695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant4-EthynylpyridineHCID 642801—
ReactantHCID 178517752HCID 178517752—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
ProductHCID 86680837HCID 8668083712.4%

Reaction Steps

A mixture of 0.29 g of 3-iodo-5-(trifluoromethyl)pyridin-2-ol, 0.35 g of 4-ethynylpyridine, 20 mg of dichlorobis(triphenylphosphine)palladium(II), 0.30 g of triethylamine, 15 mg of copper(I) iodide and 5 ml of DMF was stirred under a nitrogen atmosphere at room temperature for 2 hours. To the reaction mixture were added water, then t-butyl methyl ether, and the mixture was filtered through Celite (registered trademark). The filtrate was separated, and the organic layer was dried over sodium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel preparative thin-layer chromatography to obtain 33 mg of 2-(pyridin-4-yl)-5-trifluoromethyl-furo[2,3-b]pyridine (hereinafter, referred to as “Present Active Compound 13”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796306B2
Source datasetuspto-grants-2014_08
ORD IDord-8c5f652b28714d81b57bf7126d931c0d
Source noteuspto-grants-2014_08