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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814128Generated: November 2, 2026

Triethylamine → HCID 22504425, compound

https://huagongshe.com/reaction/1814128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant2-Benzenesulfonylamino-3-iodo-5-methylthiopyridineHCID 15486851—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 22504425HCID 2250442580.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of trimethylsilylacetylene (0.41 g), 2-benzenesulfonylamino-3-iodo-5-methylthiopyridine (0.82 g), triethylamine (0.42 g), cuprous iodide (30 mg), dichlorobis(triphenylphosphine)palladium (75 mg) and dioxane (2 ml) was stirred at 70° C. for 16 hours under nitrogen atmosphere. To the reaction solution were then added water and ethyl acetate. The insolubles were filtered off. To the filtrate was added a saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 0.61 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-f8163d7fc25144dabd1d0358b55e7158
Source noteuspto-grants-2005_04