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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036452Generated: November 3, 2026

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

https://huagongshe.com/reaction/2036452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178515446HCID 178515446—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-1-methylpyridin-2(1H)-oneHCID 2213239650%

Reaction Steps

To a suspension of NaH (80 mg, 2 mmol) in THF (10 mL) was added 4-bromopyridin-2-ol (80 mg, 0.46 mmol) at 0° C. The resulting mixture was stirred for 1 h. Then CH3I (355 mg, 2.5 mmol) was added to the above mixture, and the mixture was stirred overnight. The reaction was quenched with aqueous NH4Cl solution. The organic phase was concentrated to give the crude product, which was purified by column to give 4-bromo-1-methylpyridin-2(1H)-one (42.3 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575157B2
Source datasetuspto-grants-2013_11
ORD IDord-9419e6c170f342f09194ede867a8e32b
Source noteuspto-grants-2013_11