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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919775Generated: November 2, 2026

Ethanol → 7-(2,4-Dimethoxy-benzyl)-4-hydroxy-8-oxo-5,6,7,8-tetrahydro-[2,7]naphthyridine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/919775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant7-(2,4-Dimethoxy-benzyl)-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl esterHCID 68297240—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuran ethyl acetateHCID 21939870—
Product7-(2,4-Dimethoxy-benzyl)-4-hydroxy-8-oxo-5,6,7,8-tetrahydro-[2,7]naphthyridine-3-carboxylic acid methyl esterHCID 6829753874.6%

Reaction Steps

A round bottom flask was charged with 10% palladium on carbon (50 mg) and EtOH (5 mL). 7-(2,4-Dimethoxy-benzyl)-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester (20 mg, 0.054 mmol) dissolved in EtOAc/THF (10 mL, 1:1) was added, and the mixture was stirred under H2 atmosphere (1 atm) for 16 h. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatography (5-80% EtOAc/hexanes+2% AcOH) to give 15 mg of the title compound. MS: (+) m/z 373.33 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271970B2
Source datasetuspto-grants-2016_03
ORD IDord-e3eb0dba166b42fb9f3a9eda794116a1
Source noteuspto-grants-2016_03