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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047147Generated: October 31, 2026

Ethylamine → Ethyl 6-bromo-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1047147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178464349HCID 178464349—
SolventAcetonitrileHCID 6342—
ProductEthyl 6-bromo-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 6874800979.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

The above crude compound ethyl (2Z)-2-[(5-bromo-2-chloropyridin-3-yl)carbonyl]-3-(ethylamino)prop-2-enoate (Intermediate 14, 700 mg) was suspended in acetonitrile (30 mL) and potassium carbonate (0.9 g, 6.53 mmol) and ethylamine (1 eq) were added. The mixture was heated to 80° C. for 16 h then cooled to room temperature and filtered to remove potassium carbonate. Water was added to the filtrate and the precipitated product was filtered and dried to afford 500 mg, 50% of ethyl 6-bromo-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569484B2
Source datasetuspto-grants-2013_10
ORD IDord-fd81e20e3d464e00a97fa31cf04c36d2
Source noteuspto-grants-2013_10