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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432229Generated: November 1, 2026

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

https://huagongshe.com/reaction/1432229

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 numberUS07612070B2
Source datasetuspto-grants-2009_11
ORD IDord-dfb5783bbf7c41a1954d4535c2c46a36
Source noteuspto-grants-2009_11