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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-(Trimethylsilylethynyl)pyridine | HCID 4100857 | — |
| Reactant | 1-Benzenesulfonylamino-2-iodo-4-methanesulfonylbenzene | HCID 22504376 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Benzenesulfonyl-5-methanesulfonyl-2-(3-pyridyl)indole | HCID 22504414 | 63% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06673797B1 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-7a7a002b8c85481c9a4eb708b7aa9288 |
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| Source note | uspto-grants-2004_01 |
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