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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858076Generated: October 30, 2026

Diisopropylethylamine → 2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl ester

https://huagongshe.com/reaction/1858076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonateHCID 3086116—
Reactant7-chloro-3-(3,5-dimethylphenyl)-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-oneHCID 22124513—
Product2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl esterHCID 5399663269.5%

Reaction Steps

To a solution of 7-chloro-3-(3,5-dimethylphenyl)-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one (200 mg in 5 mL dicloroethane) was added 136 mg of 2-(trimethylsilyl)ethyl 4-nitrophenyl carbonate followed by 0.092 mL diisopropylethylamine and the mixture heated to reflux. After 20 hours, the reaction was cooled to room temperature, concentrated in vacuo and purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) to give the title compound (183 mg.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150352
Source datasetuspto-grants-2000_11
ORD IDord-0ea4e2d319264667830ec9f4f8c2e71f
Source noteuspto-grants-2000_11