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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612038Generated: October 27, 2026

Sodium Iodide → 4-(4-Chloro-2-fluoro-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile

https://huagongshe.com/reaction/612038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantMorpholineHCID 8083—
Reactant4-(4-Chloro-2-fluoro-phenylamino)-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrileHCID 10202274—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(4-Chloro-2-fluoro-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrileHCID 1014011298.1%

Reaction Steps

A mixture of 1 g (2.38 mmol) of 4-(4-Chloro-2-fluoro-phenylamino)-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile, 3.1 g (35.7 mmol) of morpholine, and 0.07 g of sodium iodide in 20 ml ethylene glycol dimethyl ether refluxed for 7 hr. The solvent was removed and the residue was mixed with warm ethyl acetate and saturated sodium bicarbonate solution. The organic layer was separated and dried over magnesium sulfate. Solvent was removed and ether-hexane was added. One standing, the crystals were deposited giving 1.1 g of the title compound as a off-white solid: mass spectrum (electrospray, m/e) M+H 470.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-3d938035af154af084bfe48b1717a5ff
Source noteuspto-grants-1999_12