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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858067Generated: November 1, 2026

Hydrogen Bromide → 1-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-4-(2-piperidin-2-yl-ethoxy)-1,2-dihydro-quinolin-6-yl]-3-pyridin-4-yl-urea

https://huagongshe.com/reaction/1858067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-pyridin-4-yl-ureido)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid benzyl esterHCID 54390580—
SolventAcetic AcidHCID 176—
Product1-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-4-(2-piperidin-2-yl-ethoxy)-1,2-dihydro-quinolin-6-yl]-3-pyridin-4-yl-ureaHCID 9959121—

Reaction Steps

A solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(3-pyridin-4-yl-ureido)-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid benzyl ester in 3 mL of a 30% solution of hydrobromic acid in acetic acid was stirred at room temperature for 3 hours then concentrated in vacuo. The residue was treated with saturated sodium bicarbonate and then extracted with ethyl acetate. Purification of the concentrate by flash chromatography on silica gel (methylene chloride:methanol:ammonium hydroxide, 96:3:1) gave the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150352
Source datasetuspto-grants-2000_11
ORD IDord-5dde6b86068d4991a69c9914d8770feb
Source noteuspto-grants-2000_11