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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884917Generated: November 1, 2026

Dimethylformamide → HCID 66880045, compound

https://huagongshe.com/reaction/884917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 136331269HCID 136331269—
SolventWaterHCID 962—
ProductHCID 66880045HCID 6688004521.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 0.25 g of 4-(6-trifluoromethyl-oxazolo[5,4-b]pyridin-2-yl)pyridin-3-ol, 0.14 g of potassium carbonate and 3 ml of DMF, a mixture of 0.15 g of ethyl iodide and 1 ml of DMF was added at room temperature and stirred while heating at 60° C. for 1.5 hours. To the reaction mixture, 70 mg of potassium carbonate and 53 mg of iodoethane were added, and the reaction solution was stirred while heating at 60° C. for 3.5 hours. The reaction solution was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 60 mg of 2-(3-ethoxypyridin-4-yl)-6-trifluoromethyl-oxazolo[5,4-b]pyridine (hereinafter, referred to as “active compound 161”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242133B2
Source datasetuspto-grants-2012_08
ORD IDord-8870c9c685bd46f9a50eb8a664a57eda
Source noteuspto-grants-2012_08