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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880119Generated: November 1, 2026

Methyl iodide → 5-(2-Fluoropyridin-3-yl)-1-methylazepan-2-one

https://huagongshe.com/reaction/1880119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-(2-Fluoropyridin-3-yl)azepan-2-oneHCID 59326834—
SolventDimethylformamideHCID 6228—
Product5-(2-Fluoropyridin-3-yl)-1-methylazepan-2-oneHCID 59327060—

Reaction Steps

To a solution of 5-(2-fluoropyridin-3-yl)azepan-2-one (0.15 g, 0.72 mmol) in DMF (2.5 mL) under argon was added sodium hydride (0.021 g, 0.86 mmol). The mixture was stirred at room temperature for 15 min before iodomethane (0.054 mL, 0.86 mmol) was added via syringe. This mixture was stirred for 4 h at room temperature before saturated aqueous ammonium chloride was added. The mixture was extracted with ethyl acetate (2×) and the combined extracts were washed with water (3×), saturated aqueous sodium chloride (1×), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to give 5-(2-fluoropyridin-3-yl)-1-methylazepan-2-one. [M+1]=223.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318718B2
Source datasetuspto-grants-2012_11
ORD IDord-0f6cd8449a6d43e68a96c52e12f2ca43
Source noteuspto-grants-2012_11