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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245176Generated: October 30, 2026

N-bromobutanimide → Methyl 3-(bromomethyl)-7-(ethyloxy)-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate

https://huagongshe.com/reaction/245176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 7-(ethyloxy)-3-methyl-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylateHCID 67384073—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 3-(bromomethyl)-7-(ethyloxy)-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylateHCID 67383491—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of methyl 7-(ethyloxy)-3-methyl-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (2.92 g, 6.25 mmol), NBS (1.445 g, 8.12 mmol) and diphenylperoxyanhydride (0.151 g, 0.625 mmol) in carbon tetrachloride (30 mL) was heated to 100° C. and stirred overnight. The mixture was cooled to room temperature and the solvent was removed under reduced pressure to give methyl 3-(bromomethyl)-7-(ethyloxy)-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate. This material was used without further purification. MS (m/z) 548.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658636B2
Source datasetuspto-grants-2014_02
ORD IDord-11f7f675083143e9ad846c93115ebd05
Source noteuspto-grants-2014_02