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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080834Generated: November 1, 2026

Acetic Acid → HCID 58345803, compound

https://huagongshe.com/reaction/2080834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantN-(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-benzyl)-N-methyl-N',N'-dipropyl-butane-1,4-diamineHCID 11696698—
Reactant6,7-Dihydro-5H-quinoline-8-oneHCID 11744777—
SolventMethanolHCID 887—
ProductHCID 58345803HCID 5834580325.5%

Reaction Steps

The compound (203.5 mg) obtained in Example 9-2 was dissolved in anhydrous methanol (8.1 ml) and added with 6,7-dihydro-5H-quinolin-8-one (117.7 mg) which was synthesized by a known method and sodium cyanoborohydride (99.9 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 (69.5 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-8965d068f0df47719cf0399a9555d974
Source noteuspto-grants-2011_04