Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601159Generated: October 29, 2026

Sodium ethoxide → Ethyl 1-(benzyloxy)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/601159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl 2-[(benzyloxy)(3-ethoxy-3-oxopropanoyl)amino]nicotinateHCID 86592121—
SolventEthanolHCID 702—
ProductEthyl 1-(benzyloxy)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylateHCID 5922479982.3%

Reaction Steps

A solution of the product of Example 157B (0.386 g, 1.0 mmol) in ethanol (5 mL) was treated with 21% sodium ethoxide in ethanol (0.324 g, 1.0 mmol), stirred for 30 minutes and partitioned between ethyl acetate and 5% aqueous HCl and the layers were separated. The ethyl acetate layer was washed with brine, dried (Na2SO4), and concentrated to provide the title compound (0.28 g, 82%). MS (DCI) m/z 341(M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-7990118a0388443e914fec2d235c1216
Source noteuspto-grants-2011_03