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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008351Generated: November 1, 2026

Butylamine → HCID 22667087, compound

https://huagongshe.com/reaction/1008351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 22667087HCID 22667087178.7%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (100 mg) was dissolved in toluene (8 ml) and triethylamine (1.0 ml) with heating, and a solution of triphosgene (47 mg) in toluene (1.0 ml) was then added to the solution. The mixture was heated under reflux for 5 min. Next, butylamine (80 mg) was added to the reaction solution, and the mixture was heated under reflux for additional 5 hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 117 mg (yield 81%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-aacf05e4af5a4c36a2be3e12e9cce1f1
Source noteuspto-grants-2004_09