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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750102Generated: October 28, 2026

1,3-Dibromopropane → 7-(3-bromopropoxy)quinolin-2(1H)-one

https://huagongshe.com/reaction/1750102

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
Reactant7-(4-(4-(2-ethoxyphenyl)-1,4-diazepan-1-yl)butoxy)quinolin-2(1H)-oneHCID 66633584—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product7-(3-bromopropoxy)quinolin-2(1H)-oneHCID 2997504055%

Reaction Steps

A mixture of intermediate 14 (193 mg, 1.2 mmol), 1,3-dibromopropane (0.37 mL, 3.6 mmol) and anhydrous K2CO3 (166 mg, 1.2 mmol) was dissolved in EtOH and the solution was heated to reflux overnight. The solution was diluted with water and extracted with EtOAc. The combined organic layers were washed with saturated aq NaHCO3, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with PE/EtOAc=2:1) to give 7-(3-bromopropoxy)quinolin-2(1H)-one (intermediate 32) (185 mg, 55%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-92b51a7e9eaf485091543e8018c38da4
Source noteuspto-grants-2015_10