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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69031Generated: October 25, 2026

Methanol → 1-methyl-6-[3-(quinolin-6-ylamino)propoxy]-1H-quinolin-2-one

https://huagongshe.com/reaction/69031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant6-AminoquinolineHCID 11373—
Reactant6-(3-iodopropoxy)-1-methyl-1H-quinolin-2-oneHCID 66960607—
SolventDichloromethaneHCID 6344—
Product1-methyl-6-[3-(quinolin-6-ylamino)propoxy]-1H-quinolin-2-oneHCID 6696154748%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-Aminoquinoline (360 mg) was added to the methanol solution (10 ml) of 6-(3-iodopropoxy)-1-methyl-1H-quinolin-2-one (172 mg) and stirred at 60° C. for 17 hours. The reaction mixture was added to ice water, and extraction with dichloromethane was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:0→4:1). The purified product was condensed under reduced pressure to give the title compound (86.4 mg) as a yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822453B2
Source datasetuspto-grants-2014_09
ORD IDord-2f6374596bc5445d870c3e670a90bc45
Source noteuspto-grants-2014_09