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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966515Generated: November 2, 2026

Benzenemethanamine, 3,4-dichloro- → {2-[4-(3,4-Dichlorobenzylamino)-2-methylquinolin-8-yloxy]-ethyl}-carbamate tert-butyl ester

https://huagongshe.com/reaction/1966515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3,4-dichloro-HCID 1608—
Reactant[2-(4-Chloro-2-methylquinolin-8-yloxy)-ethyl]-carbamate tert-butyl esterHCID 59474799—
CatalystCopper sulfate pentahydrateHCID 24463—
SolventDimethyl SulfoxideHCID 679—
Product{2-[4-(3,4-Dichlorobenzylamino)-2-methylquinolin-8-yloxy]-ethyl}-carbamate tert-butyl esterHCID 2521746813%

Reaction Steps

[2-(4-Chloro-2-methylquinolin-8-yloxy)-ethyl]-carbamate tert-butyl ester (1.30 g, 3.86 mmole), 3,4-dichlorobenzylamine (1.36 g, 7.72 mmole) and a catalytic effective amount of copper(II)sulphate pentahydrate in dimethylsulfoxide (0.2 mL) were stirred at 155° C. for 30 min in a microwave oven. The organic phases were washed with water and saturated NaCl solution, dried and the solvent was removed. The residue thus obtained was purified using silica gel chromatography, eluting with dichloromethane:water 90:10. Precipitation in ethyl acetate gave a brownish solid (230 mg, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420670B2
Source datasetuspto-grants-2013_04
ORD IDord-db73224190db4ce3aa61e008ea4ef7df
Source noteuspto-grants-2013_04