Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772064Generated: November 2, 2026

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

https://huagongshe.com/reaction/1772064

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 numberUS09249162B2
Source datasetuspto-grants-2016_02
ORD IDord-6bc5f4ce598a42b18cce048d8dc8195e
Source noteuspto-grants-2016_02