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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610188Generated: November 1, 2026

Ethyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoate → Ethyl 8-chloro-1-[3,5-difluoro-6-(p-methoxybenzylamino)-4-methylpyridin-2-yl]-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

https://huagongshe.com/reaction/610188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(3-chloro-2,4,5-trifluorophenyl)-3-oxopropanoateHCID 10934859—
Reactant2-Amino-3,5-difluoro-6-(p-methoxybenzylamino)-4-methylpyridineHCID 22121271—
ReactantEthyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylateHCID 54402571—
SolventChloroformHCID 6212—
ProductEthyl 8-chloro-1-[3,5-difluoro-6-(p-methoxybenzylamino)-4-methylpyridin-2-yl]-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 22121289—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 3 ml chloroform solution of ethyl 3-ethoxy-2-(3-chloro-2,4,5-trifluorobenzoyl)acrylate prepared from 0.78 g of ethyl 3-chloro-2,4,5-trifluorobenzoylacetate by normal process was added 0.90 g of 2-amino-3,5-difluoro-6-(p-methoxybenzylamino)-4-methylpyridine. The solution was concentrated under reduced pressure, and to the residue were added 1.3 g of anhydrous potassium carbonate and 3 ml of N,N-dimethylformamide, and the mixture was stirred at 90° C. for 15 minutes and allowed to cool. The solution was separated by adding 30 ml of chloroform and 300 ml of distilled water, and the chloroform layer was washed twice with 300 ml of distilled water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain the title compound as a brown crude oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-2cfc9c23949e49ffad6bf9ae3ec091de
Source noteuspto-grants-1999_12