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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432246Generated: October 25, 2026

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

https://huagongshe.com/reaction/1432246

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 numberUS07612070B2
Source datasetuspto-grants-2009_11
ORD IDord-6e4de20a21ef493895c8a9c5532b031c
Source noteuspto-grants-2009_11