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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037817Generated: November 2, 2026

Dimethylformamide → 5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/2037817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant5-Bromo-2-hydroxypyridineHCID 599528—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-oneHCID 59635701—

Reaction Conditions

Temperature70 °C

Reaction Steps

KOtBu (0.68 g) was added to a solution of 5-bromo-1H-pyridin-2-one (1.00 g) in tetrahydrofuran (20 mL) at room temperature. After stirring for 30 min, cyclopropylmethyl bromide (0.77 mL) and dimethylformamide (3 mL) were added to the suspension and the resulting mixture was warmed to 70° C. After stirring the mixture at 70° C. for 2 h, the reaction was complete. The mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), and washed with water (2×20 mL) and brine (20 mL). Then, the solution was dried (MgSO4) and the solvent was removed to give the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575156B2
Source datasetuspto-grants-2013_11
ORD IDord-cd54023380e745f581c07d4ec6d48650
Source noteuspto-grants-2013_11