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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914935Generated: October 30, 2026

Dichloromethane → 2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzonitrile

https://huagongshe.com/reaction/1914935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzamideHCID 67362921—
Product2-(4-Chloro-[1,8]naphthyridin-2-yl)-benzonitrileHCID 67364556—

Reaction Steps

To a slurry of 970 mg (3.42 mmol) 2-(4-chloro-[1,8]naphthyridin-2-yl)-benzamide in 10 ml dichloromethane 2.85 g (12.0 mmol) 1.26 g (5.27 mmol) methoxycarbonylsulfamoyl-triethylammonium hydroxide, inner salt, (Burgess reagent) was added. The reaction mixture was stirred for 4 hours at room temperature. The reaction mixture was partitioned between water and dichloromethane. The organic phase was dried over sodium sulfate and evaporated. The residue was crystallized from isopropanol yielding 2-(4-chloro-[1,8]naphthyridin-2-yl)-benzonitrile as colourless crystals; HPLC-MS: 1.94 min, [M+H] 266.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614226B2
Source datasetuspto-grants-2013_12
ORD IDord-66d02cab24974736bdd03333f00131f8
Source noteuspto-grants-2013_12