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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869966Generated: October 30, 2026

Methanol → HCID 25118367, compound

https://huagongshe.com/reaction/869966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantHCID 68722465HCID 68722465—
SolventAcetonitrileHCID 6342—
ProductHCID 25118367HCID 25118367—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of 1-(2,3-dihydrobenzofuran-5-yl)-N-(2′-methoxy-4-methyl-2,3′-bipyridin-6-yl)cyclopropanecarboxamide (69 mg, 0.17 mmol) in CH3CN (2.5 mL) was added TMSI (49 uL, 0.34 mmol) dropwise at 20° C. The reaction was stirred at 50° C. for 30 min. MeOH (1.0 mL) was added and the solution was evaporated to dryness. The residue was re-dissolved in DCM-EtOAc (1:3) before it was washed with NaHSO3 (2×) and brine. The organics were dried over MgSO4 and evaporated to dryness. The crude material was purified by column chromatography (0-10% MeOH-EtOAc) to yield 1-(2,3-dihydrobenzofuran-5-yl)-N-(4-methyl-6-(2-oxo-1,2-dihydropyridin-3-yl)pyridin-2-yl)cyclopropanecarboxamide. ESI-MS m/z calc. 387.2. found 388.1 (M+1)+. Retention time 1.38 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-ae94be110fc241f782d0767cb04f1ca0
Source noteuspto-grants-2015_03