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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814074Generated: November 1, 2026

Water → 1-benzenesulfonyl-2-(5-methylfuran-2-yl)-5-methylthio-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1814074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Ethynyl-5-methylfuranHCID 12428018—
Reactant2-Benzenesulfonylamino-3-iodo-5-methylthiopyridineHCID 15486851—
Solvent1,4-DioxaneHCID 31275—
Product1-benzenesulfonyl-2-(5-methylfuran-2-yl)-5-methylthio-1H-pyrrolo[2,3-b]pyridineHCID 2250444588%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-benzenesulfonylamino-5-methylthio-3-iodopyridine (203 mg) in 1,4-dioxane (5 ml), 2-ethynyl-5-methylfuran (160 mg), bistriphenylphosphine palladium dichloride (18 mg), cuprous iodide (10 mg) and triethylamine (75 mg) were added successively and the mixture was stirred in a sealed tube at 60° C. for 1 hour. After cooling, the reaction solution was poured into water, extracted with dichloromethane, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (hexane:ethyl acetate=5:1) to obtain 169 mg of the desired products as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-ad9cb97c4b504fd09fdc9b2e09e6c507
Source noteuspto-grants-2005_04