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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179324Generated: November 1, 2026

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

https://huagongshe.com/reaction/1179324

Reaction equation

Participants

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

Reaction Steps

To a solution of methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate (7.3 g, 29.9 mmol, prepared as described in example 1) in anhydrous TBF (100 mL) was added solid sodium methoxide (3.9 g, 72.4 mmol) at 0° C. Immediately following the addition of the sodium methoxide, solids crashed out of the solution. The ice bath was then removed and the suspension was stirred for an additional 0.5 hours. The suspension was then filtered through a medium porosity filtration funnel to afford yellow solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279487B2
Source datasetuspto-grants-2007_10
ORD IDord-f10dd82cdede403fb719c0f1b365ec62
Source noteuspto-grants-2007_10