Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934953Generated: October 26, 2026

5-Amino-2-chloro-4-fluorophenol → 4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-7-(2-chloro-ethoxy)-6-methoxy-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1934953

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-chloro-4-fluorophenolHCID 158654—
ReactantMethylcarbonateHCID 4585885—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-7-(2-chloroethoxy)-6-methoxy-3-quinolinecarbonitrileHCID 11109252—
SolventGlycol monoethyl etherHCID 8076—
Product4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-7-(2-chloro-ethoxy)-6-methoxy-quinoline-3-carbonitrileHCID 22466748—

Reaction Steps

By using the above method, starting with 3 g of 7-(2-chloro-ethoxy)-4-chloro-6-methoxy-quinoline-3-carbonitrile, 2.46 g of the methyl carbonate of 4-chloro-2-fluoro-5-hydroxy-aniline, and 1.18 g of pyridine hydrochloride in 31 ml of 2-ethoxyethanol, 2.2 g of the title compound was obtained as a tan solid: mass spectrum (electrospray, m/e) M+H 421.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-2654b2f85f3e44a4a25087e547fa138d
Source noteuspto-grants-2002_05