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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229429Generated: October 27, 2026

8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one → 8-benzyloxy-5-{1-hydroxy-2-[1-(4-methoxy-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one

https://huagongshe.com/reaction/229429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-oneHCID 13897641—
Reactant1-(4-Methoxybenzyl)cyclopropanamineHCID 23106092—
Solvent1-ButanolHCID 263—
Product8-benzyloxy-5-{1-hydroxy-2-[1-(4-methoxy-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-oneHCID 23106080—

Reaction Steps

587 mg (2.0 mmol) 8-benzyloxy-5-oxiranyl-1H-quinolin-2-one and 480 mg (2.7 mmol) 1-(4-methoxy-benzyl)-cyclopropylamine are refluxed in 10 mL n-butanol for 10 hours. Then the solvent is distilled off and the residue is purified by chromatography (reverse phase, water/acetonitrile gradient). Yield: 259 mg (27%); mass spectroscopy: [M+H]+=471.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563806B2
Source datasetuspto-grants-2009_07
ORD IDord-49dbe162998b4b7bb756ef757fe0ca72
Source noteuspto-grants-2009_07