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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17988Generated: October 31, 2026

Water → Ethyl 6-(3-chloro-4-fluorobenzyl)-4-hydroxy-5-oxo-5,6,7,8-tetrahydro-2,6-naphthyridine-1-carboxylate

https://huagongshe.com/reaction/17988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-(3-Chloro-4-fluorobenzyl)-5,6-dihydropyridin-2(1H)-oneHCID 59455604—
ReactantEthyl 5-butoxy-1,3-oxazole-2-carboxylateHCID 66996945—
ProductEthyl 6-(3-chloro-4-fluorobenzyl)-4-hydroxy-5-oxo-5,6,7,8-tetrahydro-2,6-naphthyridine-1-carboxylateHCID 59455599—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of ethyl 5-butoxy-1,3-oxazole-2-carboxylate (44.5 g, 208.6 mmol), 1-(3-chloro-4-fluorobenzyl)-5,6-dihydropyridin-2(1H)-one (25 g, 104.3 mmol), and water (2.82 mL, 156.7 mmol) was heated in a sealed heavy walled vessel at 130° C. with stirring for 72 hours. Upon cooling, the product mixture solidified. The solid was triturated with diethyl ether and collected by filtration. The product was further purified by crystallization from boiling ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741315B2
Source datasetuspto-grants-2010_06
ORD IDord-4e7cae21a99542cb9fd8932a068fb5a5
Source noteuspto-grants-2010_06