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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838375Generated: October 25, 2026

Water → 6-(1-Benzenesulfonyl-5-methylthio-1h-pyrrolo[2,3-b]pyridin-2-yl)nicotinic acid ethyl ester

https://huagongshe.com/reaction/1838375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium AcetateHCID 517044—
Reactant2-Benzenesulfonylamino-3-iodo-5-methylthiopyridineHCID 15486851—
Reactant5-Ethoxycarbonyl-2-trimethylsilylethynylpyridineHCID 22504397—
Solvent1,4-DioxaneHCID 31275—
Product6-(1-Benzenesulfonyl-5-methylthio-1h-pyrrolo[2,3-b]pyridin-2-yl)nicotinic acid ethyl esterHCID 6844473998.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-benzenesulfonylamino-5-methylthio-3-iodo-pyridine (100 mg) in 1,4-dioxane (2.5 ml), 5-ethoxycarbonyl-2-trimethylsilylethynylpyridine (185 mg), bistriphenylphosphine palladium dichloride (9 mg), cuprous iodide (5 mg) and potassium acetate (37 mg) were added successively and the mixture was stirred in a sealed tube at 100° C. for 15 hours. After cooling, the reaction solution was poured into water, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (hexane:ethyl acetate=2:1) to obtain 110 mg of the desired product as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06673797B1
Source datasetuspto-grants-2004_01
ORD IDord-e751d9a80ba44cf8b4913fd9c4a2dd6c
Source noteuspto-grants-2004_01