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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454812Generated: October 25, 2026

Water → 2-(2-Methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene

https://huagongshe.com/reaction/454812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium methanolate methanolHCID 23694274—
Reactant2-(2-Chloropyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiopheneHCID 86646556—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiopheneHCID 4694754975.8%

Reaction Steps

2-(2-Chloropyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene (105b, 80 mg, 0.26 mmol) obtained in Preparation Example 20 was dissolved in anhydrous tetrahydrofuran (4 mL). A 0.5 M sodium methoxide methanol solution (NaOMe in MeOH, 1.0 mL, 0.5 mmol) was added to the reaction mixture and stirred at room temperature for 18 hours. To the reaction mixture was added water, and organic compounds were extracted with ethyl acetate and evaporated after a treatment with sodium sulfate. Column chromatography was performed to give the target compound 2-(2-methoxypyrimidine-4-yl)-6-(2-fluoroethoxy)benzothiophene (1-34, 60 mg, 70%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497260B2
Source datasetuspto-grants-2013_07
ORD IDord-f475f210ea684d1ba8a3c1ee54f2b3ca
Source noteuspto-grants-2013_07