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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992514Generated: November 1, 2026

Triethylamine → N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide

https://huagongshe.com/reaction/1992514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant6-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonateHCID 11255265—
Reactant3-(N-Acetyl-N-methylamino)pyrrolidineHCID 13041130—
Solvent1,4-DioxaneHCID 31275—
ProductN-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamideHCID 58955136106%

Reaction Conditions

Temperature50 °C

Reaction Steps

3-(N-acetyl-N-methylamino)pyrrolidine (1.00 g, 7.0 mmol) was dissolved in dioxane (15 mL) and treated with 1,1,1-Trifluoro-methanesulfonic acid 6-methoxy-[1,5]naphthyridin-4-yl ester (1.67 g, 5.4 mmol) and triethylamine (0.98 mL, 7.0 mmol). After stirring at 50° C. overnight the reaction mixture was cooled, concentrated to dryness and purified via column chromatography (silica, 2% MeOH in chloroform) to afford the title compound as an off-white solid (1.72 g, quantitive): LC-MS m/z 301 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648984B2
Source datasetuspto-grants-2010_01
ORD IDord-bb602f5cb0114fc5a762f9076aafbea9
Source noteuspto-grants-2010_01