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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167481Generated: October 30, 2026

Dichloromethane → HCID 66917198, compound

https://huagongshe.com/reaction/2167481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86641937HCID 86641937—
SolventEthanolHCID 702—
ProductHCID 66917198HCID 6691719884.6%

Reaction Steps

3-(5-Fluoro-4-oxo-8-propoxy-1,4-dihydroquinolin-3-yl)thiophene-2-carbaldehyde (120 mg, 0.39 mmol) was suspended in ethanol (5 ml), and sodium borohydride (19.24 mg) was added to the suspension. The resulting mixture was stirred at room temperature for 1 hour. Dichloromethane was added to the reaction mixture, which was washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography (dichloromethane:methanol=30:1). The purified product was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate to thereby obtain 110 mg of powdery white 5-fluoro-3-(2-hydroxymethylthiophen-3-yl)-8-propoxy-1H-quinolin-4-one (yield: 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045464B2
Source datasetuspto-grants-2015_06
ORD IDord-00f12fad1fc24f268897c7bc95c9ab1c
Source noteuspto-grants-2015_06