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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038458Generated: October 31, 2026

Hydrochloric Acid → HCID 59293374, compound

https://huagongshe.com/reaction/1038458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 24953718HCID 24953718—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium HydroxideHCID 14798—
ProductHCID 59293374HCID 5929337454%

Reaction Steps

A mixture of ethyl 6-(2,3-dihydro-1H-inden-2-ylamino)-1,4-dihydro-4-oxo-1,5-naphthyridine-3-carboxylate (600 mg), iodoethane (1 g) and potassium carbonate (600 mg) were heated at 90° C. in DMF (20 ml) overnight. After a standard ethyl acetate/aqueous work-up, the residue from the evaporated organic layer (crude cyclized ethyl ester), was heated at 80° C. in a mixture of ethanol (25 ml) and 2M NaOH (10 ml) for 2 h. This was then cooled to room temperature, aq. HCl was added to adjust the pH to 5, at which point the product precipitated and was filtered off, washed with water, and dried to give the crude product (˜350 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551990B2
Source datasetuspto-grants-2013_10
ORD IDord-a5f6cfec01e241d8baa2d65b77404777
Source noteuspto-grants-2013_10