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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838354Generated: October 26, 2026

1,4-Dioxane → 1-Benzenesulfonyl-5-methanesulfonyl-2-(3-pyridyl)indole

https://huagongshe.com/reaction/1838354

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPotassium AcetateHCID 517044—
Reactant3-(Trimethylsilylethynyl)pyridineHCID 4100857—
Reactant1-Benzenesulfonylamino-2-iodo-4-methanesulfonylbenzeneHCID 22504376—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-Benzenesulfonyl-5-methanesulfonyl-2-(3-pyridyl)indoleHCID 2250441463%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-trimethylsilylethynylpyridine (1.07 g), 2-benzenesulfonylamino-3-iodo-5-methanesulfonylbenzene (1.75 g), potassium acetate (1.60 g), cuprous iodide (60 mg), dichlorobis(triphenylphosphine)palladium (0.20 g) and 1,4-dioxane (4 ml) was stirred at 100° C. for 12 hours under nitrogen atmosphere. To the reaction solution were added water and ethyl acetate. The insolubles were filtered off. The filtrate was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:3) to obtain 1.04 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06673797B1
Source datasetuspto-grants-2004_01
ORD IDord-7a7a002b8c85481c9a4eb708b7aa9288
Source noteuspto-grants-2004_01