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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389667Generated: October 30, 2026

Methyl iodide → 3-Bromo-1-methyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/389667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178517701HCID 178517701—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Bromo-1-methyl-1,2-dihydropyridin-2-oneHCID 13024025—

Reaction Steps

To a solution of 3-bromo-pyridin-2-ol (10 g, 57.47 mmol) in DMF (100 ml) at 0° C. was added NaH (60%, 2.52 g, 63.22 mmol) portionwise under argon. After 30 min methyl iodide (4.29 ml, 68.97 mmol) was added dropwise and the reaction mixture was stirred for 15 h at RT. The mixture was diluted with ethyl acetate (100 ml), washed with water (2×200 ml) and brine (100 ml), dried over Na2SO4, and evaporated under reduced pressure. The crude product was used without further purification in step 21.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378092B2
Source datasetuspto-grants-2013_02
ORD IDord-cc017c8edf8b434d88e70efb2c5a9dc2
Source noteuspto-grants-2013_02