Water → 2-[2-(2-Fluoroethoxy)pyrimidine-4-yl]-6-methoxybenzothiophene

Participants

Reaction Conditions

Reaction Steps

2-Fluoroethanol (32 μL, 0.54 mmol) and sodium hydride (NaH, 22 mg, 0.54 mmol) were dissolved in a solvent of anhydrous tetrahydrofuran (4 mL) under nitrogen, and the mixture was added to a solution of anhydrous tetrahydrofuran (3 mL) containing 2-(2-chloropyrimidine-4-yl)-6-methoxybenzothiophene (105a, 100 mg, 0.36 mmol) obtained in Preparation Example 19 dissolved therein at room temperature, heated at 60° C. for 10 hours, cooled to room temperature, followed by adding water. 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-(2-fluoroethoxy)pyrimidine-4-yl]-6-methoxybenzothiophene (1-31, 79 mg, 72%) as a pale yellow solid.

Provenance & Evidence