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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613652Generated: October 29, 2026

Water → 8-[2,6-Dichloro-3-[4-(4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinoline

https://huagongshe.com/reaction/613652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPhenyl 4-(methylcarbamoyl)phenylcarbamateHCID 18321944—
Reactant8-[2,6-Dichloro-3-(piperazine-1-carbonyl)benzyloxy]-2-methylquinoline dihydrochlorideHCID 18321962—
SolventDimethylformamideHCID 6228—
Product8-[2,6-Dichloro-3-[4-(4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinolineHCID 1832175984.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 8-[2,6-dichloro-3-(piperazine-1-carbonyl)benzyloxy]-2-methylquinoline dihydrochloride (60 mg) and triethylamine (48.3 mg) in N,N-dimethylformamide (0.6 ml) was added phenyl 4-(methylcarbamoyl)phenylcarbamate (33.8 mg), and the mixture was stirred for 2 hours at 80° C. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (chloroform:methanol=10:1, V/V) to give 8-[2,6-dichloro-3-[4-[4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinoline (61 mg) as colorless amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008229
Source datasetuspto-grants-1999_12
ORD IDord-0171dcbebfb0497fabc0c5e5da53c519
Source noteuspto-grants-1999_12