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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710580Generated: October 25, 2026

Ethylamine → 7-(Ethylamino)-1-methyl-1,6-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/710580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantSodium BicarbonateHCID 516892—
Reactant(E)-Ethyl 3-(6-chloro-4-(methylamino)pyridin-3-yl)acrylateHCID 86686188—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product7-(Ethylamino)-1-methyl-1,6-naphthyridin-2(1H)-oneHCID 67378368—

Reaction Conditions

Temperature150 °C

Reaction Steps

A vial was charged with (E)-ethyl 3-(6-chloro-4-(methylamino)pyridin-3-yl)acrylate (45 mg), 70% aqueous ethyl amine (1 mL) and NMP (1 mL). The vial was sealed and heated with microwave irradiation for 35 min at 150° C. Aqueous sodium bicarbonate solution was added and the mixture was extracted with dichloromethane. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel (50% ethyl acetate in hexanes eluant) to provide the title compound. MS (m/z) 204.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181238B2
Source datasetuspto-grants-2015_11
ORD IDord-28850459e7a94e86a3a21d280573c652
Source noteuspto-grants-2015_11