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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575723Generated: October 30, 2026

Ethyl Acetate → 5-Bromo-1-(cyclopropylmethyl)-3-methylpyridin-2-one

https://huagongshe.com/reaction/575723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 178422464HCID 178422464—
SolventDimethylformamideHCID 6228—
Product5-Bromo-1-(cyclopropylmethyl)-3-methylpyridin-2-oneHCID 8142209266%

Reaction Conditions

Temperature70 °C

Reaction Steps

Potassium carbonate (1.32 g, 9.57 mmol) was added to 5-bromo-3-methyl-2-hydroxypyridine (600 mg, 3.19 mmol) and bromomethylcyclopropane (861 mg, 6.38 mmol) in DMF (6 mL). After heating at 70° C. for 3 h, EA extractive work up and silca gel chromatography (PE:EA=30:110:1), the title compound (510 mg, yield: 66.0%) was obtained as a white solid. 1H NMR: (CDCl3, 400 MHz) δ: 7.39 (d, J=2.0 Hz, 1H), 7.26 (d, J=2.0 Hz, 1H), 3.77 (d, J=6.8 Hz, 2H), 2.15 (s, 3H), 0.65-0.60 (m, 2H), 0.40-0.37 (m, 2H). LCMS: 242.1; 244.1 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-64dab73572c84a3f9958699ab69ef14b
Source noteuspto-grants-2015_05