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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422799Generated: October 27, 2026

N-bromobutanimide → 2-Bromo-4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/422799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 11680224—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Bromo-4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl esterHCID 66674160—

Reaction Steps

To a solution of 4-chloro-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester (1.00 equivalent) in DMF is added NBS (1.20 equivalents) at room temperature. After stirring for 16 hours at room temperature, the reaction mixture is diluted with EtOAc and washed with water. The organic layer is dried over MgSO4, filtered, and concentrated in vacuo to give the crude material that is purified by trituration or flash column chromatography to afford the desired product as necessary.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101639B2
Source datasetuspto-grants-2012_01
ORD IDord-0186104eeb764c679058d1aa1be97e01
Source noteuspto-grants-2012_01