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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179296Generated: October 30, 2026

Water → Methyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1179296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylateHCID 42637833—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylateHCID 54729994—

Reaction Steps

Sodium methoxide (0.73 g, 13.5 mmol) was added to 2 methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate (0.9 g, 3.4 mmol) dissolved in THF (20 mL). The reaction was stirred overnight. Water was added and the solvents removed. The residue was dissolved in water and purified by reverse phase HPLC eluting with a gradient of 5-40% acetonitrile/water (0.1% TFA) to give the product as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279487B2
Source datasetuspto-grants-2007_10
ORD IDord-ce6430c383cc4bed966ac9a3a034aa0e
Source noteuspto-grants-2007_10