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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090327Generated: November 1, 2026

Methyl iodide → 4-Iodo-1-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/2090327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178516330HCID 178516330—
SolventDimethylformamideHCID 6228—
Product4-Iodo-1-methylpyridin-2(1H)-oneHCID 53408009—

Reaction Steps

To a solution of 4-iodopyridin-2-ol (450 mg, 2.0 mmol, Maybridge, Cat. No. MO07919) in N,N-dimethylformamide (7 mL) was added sodium hydride (120 mg, 3.0 mmol, 60% dispersion in mineral oil) at 0° C., the solution was stirred 5 min., then methyl iodide (250 uL, 4.1 mmol) was added. The reaction mixture was stirred at r.t. for 2 h., and then poured into aqueous NaHCO3 solution, extracted with AcOEt. The organic layer was washed by water and brine, dried over MgSO4, filtered, and concentrated to afford the desired compound which was directly used in the next step reaction without further purification. LCMS (M+H)+: m/z=235.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-22d144ff65c44ce4b2ed24a416436673
Source noteuspto-grants-2013_05