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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112819Generated: November 2, 2026

Triethylamine → 6-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinoline

https://huagongshe.com/reaction/2112819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-MethylpiperidineHCID 69381—
Reactant6-Bromo-2-chloro-4-methylquinolineHCID 4738143—
Solvent1,4-DioxaneHCID 31275—
Product6-Bromo-4-methyl-2-(4-methylpiperidin-1-yl)quinolineHCID 69063450—

Reaction Steps

0.24 mL (2.0 mmol) of 4-methylpiperidine and 0.28 mL (2.0 mmol) of triethylamine are added to a solution of 0.51 g (2.0 mmol) of 6-bromo-2-chloro-4-methylquinoline in 15 mL of 1,4-dioxane and the reaction mixture is refluxed overnight. After cooling, the precipitate is filtered off, the filtrate is evaporated down, the residue is combined with acetonitrile and MTBE, filtered to remove insoluble ingredients, and the filtrate is evaporated down again. Yield: 0.69 g (100% of theoretical); C16H19BrN2 (M=319.240); calc.: molpeak (M+H)+: 319/321 (Br); found: molpeak (M+H)+: 319/321 (Br); HPLC-MS: 4.7 min (method B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524862B2
Source datasetuspto-grants-2009_04
ORD IDord-1b8b9590f43a45e79841eccd17cf8b5f
Source noteuspto-grants-2009_04