5-BroMo-1-ethylpyridin-2(1h)-one

5-BroMo-1-ethylpyridin-2(1h)-one Property

storage temp. 

Sealed in dry,Room Temperature

Appearance

Light brown to brown Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

5-BroMo-1-ethylpyridin-2(1h)-one Chemical Properties,Usage,Production

Synthesis

At room temperature, 5-bromo-1,2-dihydropyridin-2-one (1.04 g, 6 mmol) was dissolved in DMF (12 mL), sodium hydride (60% dispersion in mineral oil, 960 mg, 24 mmol) was added and the reaction mixture was stirred for 30 minutes. Subsequently, ethyl iodide (0.58 mL, 7.2 mmol) was slowly added to the reaction system and stirring was continued overnight at room temperature. This operation was repeated twice to ensure complete reaction. Upon completion of the reaction, the mixture was diluted with water and dichloromethane (DCM). The organic layer was separated, washed sequentially with saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Finally, the residue was purified by silica gel column chromatography (eluent: DCM/MeOH 98/2) to afford the target compound 5-bromo-1-ethylpyridin-2(1H)-one (532 mg, 2.63 mmol, 44% yield).

References

[1] Patent: EP2913330, 2015, A1. Location in patent: Paragraph 0526
[2] Patent: WO2011/154677, 2011, A1. Location in patent: Page/Page column 111-112
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 17, p. 2993 - 2997