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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629940Generated: October 29, 2026

2,4-Dichloro-3-nitroquinoline → Diethyl (2-(2-(2-(2-((2-chloro-3-nitroquinolin-4-yl)amino)ethoxy)ethoxy)ethoxy)ethyl)phosphonate

https://huagongshe.com/reaction/629940

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-3-nitroquinolineHCID 2785138—
ReactantDiethyl 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethylphosphonateHCID 86667767—
SolventTriethylamineHCID 8471—
ProductDiethyl (2-(2-(2-(2-((2-chloro-3-nitroquinolin-4-yl)amino)ethoxy)ethoxy)ethoxy)ethyl)phosphonateHCID 8666776663%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of commercially available 2,4-dichloro-3-nitroquinoline (1 equiv.) in triethyl amine (0.30 M) was added commercially available diethyl (2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)phosphonate (1.3 equiv.) (provided by PHARMARON). The resulting reaction mixture was stirred at 70° C. for 2 h. At this point the volatiles were removed in vacuo. The resulting residue was purified by a COMBIFLASH™ system using a gradient of 0-5% MeOH/DCM to provide the title compound (63%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315530B2
Source datasetuspto-grants-2016_04
ORD IDord-599ab6eb0aa044e6a2544eb5483e8ebb
Source noteuspto-grants-2016_04