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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410778Generated: November 1, 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/1410778

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 numberUS08921389B2
Source datasetuspto-grants-2014_12
ORD IDord-c1f5233a93ed46fcadb0ab8d5e54b058
Source noteuspto-grants-2014_12