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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080836Generated: November 1, 2026

Acetic Acid → HCID 11621199, compound

https://huagongshe.com/reaction/2080836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant6,7-Dihydro-5H-quinoline-8-oneHCID 11744777—
ReactantHCID 23155535HCID 23155535—
SolventMethanolHCID 887—
ProductHCID 11621199HCID 1162119934.7%

Reaction Steps

The compound (154 mg) obtained in Example 50-2 was dissolved in anhydrous methanol (6.2 ml) and added with 6,7-dihydro-5H-quinolin-8-one (75.1 mg) which was synthesized by a known method and sodium cyanoborohydride (64.1 mg). After the solution was adjusted to pH 5 with acetic acid, the whole was stirred at room temperature for 2 days. After completion of the reaction, the solvent was distilled off. The resultant was added with a 1 mol/l sodium hydroxide aqueous solution and the whole was subjected to extraction with chloroform. The resultant was dried with magnesium sulfate and the solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and treated with hydrochloric acid, thereby obtaining a hydrochloride (69 mg) of the subject compound as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-9cf732915bd94a6ebcbae7fec1c1460f
Source noteuspto-grants-2011_04