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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047149Generated: October 29, 2026

N,N-Dimethylethylenediamine → Ethyl 6-bromo-1-[2-(dimethylamino)ethyl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1047149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylethylenediamineHCID 66053—
ReactantEthyl 6-bromo-1-{2-[(methylsulfonyl)oxy]ethyl}-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 86665044—
SolventDichloromethaneHCID 6344—
ProductEthyl 6-bromo-1-[2-(dimethylamino)ethyl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 6874752249%

Reaction Steps

A solution of ethyl 6-bromo-1-{2-[(methylsulfonyl)oxy]ethyl}-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (Intermediate 20, 700 mg, 1.67 mmol) in dichloromethane was purged with N,N-dimethylethane-1,2-diamine gas until the starting material disappeared. The reaction mixture was washed with water, and the organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford ethyl 6-bromo-1-[2-(dimethylamino)ethyl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate 300 mg, (49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569484B2
Source datasetuspto-grants-2013_10
ORD IDord-1f30386bd19d408aafe454934dfd995b
Source noteuspto-grants-2013_10