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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726300Generated: October 31, 2026

Pyridine → 8-[2,6-Dichloro-3-(phthalimidoacetylamino)benzyloxy]-2-methylquinoline

https://huagongshe.com/reaction/726300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-HCID 81242—
Reactant8-(3-Amino-2,6-dichlorobenzyloxy)-2-methylquinoline dihydrochlorideHCID 22113140—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
Product8-[2,6-Dichloro-3-(phthalimidoacetylamino)benzyloxy]-2-methylquinolineHCID 1050614485.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 8-(3-amino-2,6-dichlorobenzyloxy)-2-methylquinoline dihydrochloride (4.06 g), 4-dimethylaminopyridine (120 mg), N-methylpyrrolidone (30 ml) and pyridine (10 ml) was added phthalimidoacetyl chloride (3.35 g) at ambient temperature. The mixture was stirred at 50° C. for 1.5 hours and cooled in an ice-water bath. Water (40 ml) was added therein and the mixture was stirred for 30 minutes in an ice water bath. The precipitate was collected by vacuum filtration and washed with water and ethyl acetate to give 8-[2,6-dichloro-3(phthalimidoacetylamino)benzyloxy]-2-methylquinoline (4.45 g) as a yellowish powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05708173
Source datasetuspto-grants-1998_01
ORD IDord-781b5eba5c6f406bab5852d4b8d77c55
Source noteuspto-grants-1998_01