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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2287460Generated: November 4, 2026

Water → HCID 54006413, compound

https://huagongshe.com/reaction/2287460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(1H-Imidazol-1-yl)-2-methylquinolin-8-olHCID 18404236—
Reactant2,6-dichloro-3-[N-methyl-N-(phthalimidoacetyl)amino]benzyl methanesulfonateHCID 21254686—
CatalystTetrabutylammonium IodideHCID 67553—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 54006413HCID 5400641396%

Reaction Steps

To a mixture of 2,6-dichloro-1-mesyloxymethyl-3-(N-methyl-N-phthalimidoacetylamino)benzene (2.35 g), tetrabutylammonium iodide (123 mg) and molecular sieves 4A (340 mg) in N,N-dimethylformamide (38 ml) were added 8-hydroxy-4-(imidazol-1-yl)-2-methylquinoline (750 mg) and potassium carbonate (2.3 g) under ice-cooling, and the mixture was stirred for 15 minutes at the same temperature and overnight at ambient temperature. Water and chloroform were added thereto, and the separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized with ethyl acetate to give 8-[2,6-dichloro-3-(N-phthalimidoacetyl-N-methylamino)benzyloxy]-4-(imidazol-1-yl)-2-methylquinoline (1.92 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06083959
Source datasetuspto-grants-2000_07
ORD IDord-e05f29fbd94d47bc864f6afd56fece7e
Source noteuspto-grants-2000_07