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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047023Generated: October 26, 2026

Triethylamine → 5-Bromo-2-methylfuro[2,3-b]pyridine

https://huagongshe.com/reaction/2047023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 178517595HCID 178517595—
CatalystPalladiumHCID 23938—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2-methylfuro[2,3-b]pyridineHCID 66735690—

Reaction Steps

A mixture of 5-bromo-3-iodopyridin-2-ol (1 equiv), copper iodide (3 equiv), palladium catalyst (0.05 equiv), TBAF (1 equiv), triethylamine (3.3 equiv) and alkyne (1 equiv) in toluene was stirred at room temperature until the reaction was deemed complete by TLC analysis. The reaction mixture was diluted with dichloromethane, washed with water, saturated sodium bicarbonate, and brine, dried over sodium bicarbonate, filtered through celite, concentrated, and purified on silica gel to give the product, 5-bromo-2-methylfuro[2,3-b]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08591943B2
Source datasetuspto-grants-2013_11
ORD IDord-1a047f12269e49daa2d6add5317e1e9f
Source noteuspto-grants-2013_11