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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1822194Generated: November 2, 2026

Hydrochloric Acid → HCID 54676179, compound

https://huagongshe.com/reaction/1822194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenylacetyl chlorideHCID 7679—
ReactantSodium hydrideHCID 24758—
ReactantHCID 54676200HCID 54676200—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 54676179HCID 5467617925%

Reaction Steps

To a suspension of a mixture containing 1-(3-cyanophenyl)-4-hydroxy-1,8-naphthyridin-2 (1H)-one (958 mg, 3.64 mmol) in DMF (16 ml) was added sodium hydride (about 60%, 350 mg, 8.74 mmol, 2.4 eq.), and the mixture was stirred until the production of hydrogen was completed. Next, after phenylacetyl chloride (563 mg, 3.64 mmol, 1.0 eq.) was added, the mixture was stirred at room temperature, admixed with water, acidified with hydrochloric acid, filtered off to give precipitates which were washed with water. The resultant residue was purified by flash column chromatography to afford 1-(3-cyanophenyl)-4-hydroxy-3-(1-oxo-2-phenylethyl)-1,8-naphthyridin-2 (1H)-one (341 mg, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07608716B2
Source datasetuspto-grants-2009_10
ORD IDord-1b95f2cd5c024d11882c49b87b3c21a7
Source noteuspto-grants-2009_10