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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111103Generated: November 3, 2026

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

https://huagongshe.com/reaction/2111103

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 numberUS07517994B2
Source datasetuspto-grants-2009_04
ORD IDord-c3df4493387a4608845b983fd789ecfe
Source noteuspto-grants-2009_04