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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348810Generated: October 30, 2026

Diisopropylethylamine → HCID 12147066, compound

https://huagongshe.com/reaction/1348810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Amino-3-methylisoxazoleHCID 84590—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
SolventChlorobenzeneHCID 7964—
ProductHCID 12147066HCID 1214706618.2%

Reaction Steps

3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (20 mg) was dissolved in chlorobenzene (2 ml) and N,N-diisopropylethylamine (0.2 ml) to prepare a solution. A solution of triphosgene (18 mg) in chlorobenzene (0.5 ml) was then added to the solution, and the mixture was stirred at room temperature for 30 min. Next, 3-methyl-5-isoxazolamine (12 mg) was added thereto, and the mixture was further stirred at 110° C. overnight. The reaction solution was developed through diatomaceous earth impregnated with a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with chloroform. The solvent in the extract was removed by distillation. The residue was purified by HPLC using chloroform/methanol for development to give the title compound (5 mg, yield 18%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211587B2
Source datasetuspto-grants-2007_05
ORD IDord-019b89406332499faee67f4b5accd196
Source noteuspto-grants-2007_05