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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870015Generated: October 30, 2026

Trimethylsilyl iodide → 1-(3-Methoxyphenyl)-N-(5-methyl-6-(5-methyl-6-oxo-1,6-dihydropyridin-3-yl)pyridin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/870015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
Reactantn-(6'-Methoxy-3,5'-dimethyl-2,3'-bipyridin-6-yl)-1-(3-methoxyphenyl)cyclopropanecarboxamideHCID 91614187—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product1-(3-Methoxyphenyl)-N-(5-methyl-6-(5-methyl-6-oxo-1,6-dihydropyridin-3-yl)pyridin-2-yl)cyclopropanecarboxamideHCID 68739573—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-(6′-methoxy-3,5′-dimethyl-2,3′-bipyridin-6-yl)-1-(3-methoxyphenyl)cyclopropanecarboxamide (41 mg, 0.10 mmol) in acetonitrile (2 mL) was added TMS-Iodide (28.0 μL, 0.20 mmol). The reaction was stirred at 50° C. for 20 min. The reaction solution was diluted with dichloromethane and washed with saturated NaHSO3 (2×), brine, dried over MgSO4 and concentrated. The crude product was dissolved in DMSO (1 mL) and purified by reverse phase HPLC (Gilson, 10-99% CH3CN in water) to yield the desired product. ESI-MS m/z calc. 389.4. found 390.5 (M+1)+. Retention time 1.41 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-fdc0193f8b5e4637aa395bc6479b02e0
Source noteuspto-grants-2015_03