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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814049Generated: October 30, 2026

Water → 1H-Pyrrolo[2,3-b]pyridine, 2-(2-furanyl)-5-(methylthio)-1-(phenylsulfonyl)-

https://huagongshe.com/reaction/1814049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantFuran, 2-ethynyl-HCID 140409—
Reactant2-Benzenesulfonylamino-3-iodo-5-methylthiopyridineHCID 15486851—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Solvent1,4-DioxaneHCID 31275—
Product1H-Pyrrolo[2,3-b]pyridine, 2-(2-furanyl)-5-(methylthio)-1-(phenylsulfonyl)-HCID 1548685285%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-benzenesulfonylamino-3-iodo-5-methylthiopyridine (1.60 g) in dioxane (40 ml), 2-ethynylfuran (725 mg), bis(triphenylphosphine) palladium chloride (138 mg), copper(I) iodide (75 mg) and triethylamine (598 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 column chromatography (hexane:ethyl acetate=4:1) to obtain 1.24 g (85%) of the desired product as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-26484ac559644c33810bc2bbee8028c6
Source noteuspto-grants-2005_04