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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432266Generated: 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/1432266

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 numberUS07612070B2
Source datasetuspto-grants-2009_11
ORD IDord-9c7ce78405994bb492afea98c6a0737f
Source noteuspto-grants-2009_11