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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187871Generated: November 1, 2026

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

https://huagongshe.com/reaction/1187871

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 (300 mg, 7.5 mmol) in THF (10 mL) was added 4-bromopyridin-2-ol (303 mg, 1.73 mmol) at 0° C. After the resulting mixture was stirred for 1 h, CH3I (491 mg, 3.46 mmol) was added, 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 (161 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673899B2
Source datasetuspto-grants-2014_03
ORD IDord-c07e35711fdb48fcbf36467c644a83d0
Source noteuspto-grants-2014_03