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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215974Generated: October 29, 2026

Potassium Carbonate → 4-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-ylsulfanyl]-butyric acid methyl ester

https://huagongshe.com/reaction/215974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-bromobutyrateHCID 107604—
Reactant3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridine-2-thioneHCID 59176779—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-ylsulfanyl]-butyric acid methyl esterHCID 59176723—

Reaction Steps

A mixture of 472 mg (1.5 mmol) of 3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridine-2-thione and 407 mg (2.3 mmol) of methyl 4-bromobutyrate and 415 mg (3.0 mmol) of potassium carbonate in 5 mL of DMF is stirred at room temperature for 18 h. The mixture is diluted with water and the product is extracted with ethyl acetate. The organic layer is washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel eluted with 1˜5% methanol in dichloromethane to give the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193214B2
Source datasetuspto-grants-2012_06
ORD IDord-a55fb718d9434d588052bb4ffe10f4b3
Source noteuspto-grants-2012_06