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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2083738Generated: October 25, 2026

Pyridine → 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-one

https://huagongshe.com/reaction/2083738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDiethylcarbamoyl chlorideHCID 6916—
ReactantTriethylamineHCID 8471—
Reactant2-(7-Chloro-1,8-naphthyridin-2-yl)-3-hydroxyisoindolin-1-oneHCID 19900408—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-(7-Chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-oneHCID 2275474157.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

The procedure of Example 21 is followed but starting with 2-(7-chloro-1,8-naphthyridin-2-yl)-3-hydroxy-isoindolin-1-one (6.2 g.) in methylene chloride (300 cc.), diethylcarbamoyl chloride (8.15 g.), triethylamine (8.4 cc.) and pyridine (30 cc.). Water (250 cc.) is added to the reaction mixture after it has been stirred for 48 hours at a temperature of about 20° C. The precipitate formed is filtered off and recrystallised from diisopropyl ether (800 cc.) to give 2-(7-chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-one (4.7 g.) melting at 142°-144° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04086348
Source datasetuspto-grants-1978_04
ORD IDord-84cfe85eb83c455c8e1a05c586a5b2b9
Source noteuspto-grants-1978_04