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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615696Generated: October 30, 2026

Ethyl 3-bromo-2-oxobutanoate → Methyl 3-methylimidazo[2,1-f][1,6]naphthyridine-2-carboxylate

https://huagongshe.com/reaction/1615696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-bromo-2-oxobutanoateHCID 11117285—
Reactant1,6-Naphthyridin-5-amineHCID 29249622—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-methylimidazo[2,1-f][1,6]naphthyridine-2-carboxylateHCID 7011549463.5%

Reaction Steps

A solution of 1,6-naphthyridin-5-amine (700 mg, 4.83 mmol) in THF (25 mL) was added ethyl 3-bromo-2-oxobutanoate (1.51 g, 7.24 mmol). The mixture was stirred at reflux for 36 h. Then the mixture was concentrated under reduced pressure, and purified by column chromatography to give the product as a yellow solid (740 mg, 60% yield). ESI MS: m/z 256.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765760B2
Source datasetuspto-grants-2014_07
ORD IDord-49478f5b50b94c86b2c2a1940f2864cf
Source noteuspto-grants-2014_07