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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670752Generated: October 29, 2026

Hydrogen chloride-ethyl acetate → 1,3,4,5-tetrahydrobenzo[c]-1,7-naphthyridin-6(2H)-one

https://huagongshe.com/reaction/1670752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
ReactantHCID 67342213HCID 67342213—
SolventTetrahydrofuranHCID 8028—
Product1,3,4,5-tetrahydrobenzo[c]-1,7-naphthyridin-6(2H)-oneHCID 9973761117.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-Oxo-1,4,5,6-tetrahydrobenzo[c]-1,7-naphthyridine-3(2H)-carboxylic acid tert-butyl ester (1.13 g) was added to tetrahydrofuran (30 ml) and dissolved by stirring the mixture at 60° C. 4N Hydrochloric acid-ethyl acetate (20 ml) was added, and the mixture was stirred with heating at 60° C. for 1 hr. The reaction mixture was ice-cooled, and the precipitated solid was collected by filtration, washed with ethyl acetate and dried to give 1,3,4,5-tetrahydrobenzo[c]-1,7-naphthyridin-6(2H)-one (884 mg, yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994196B2
Source datasetuspto-grants-2011_08
ORD IDord-208c6ba109f64cdbb2319fab3d36ee13
Source noteuspto-grants-2011_08