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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042920Generated: October 26, 2026

Dimethyl Sulfoxide → N-(4-(7-(benzyloxy)-1,5-naphthyridin-4-yloxy)phenyl)-4-(4-chlorophenyl)phthalazin-1-amine

https://huagongshe.com/reaction/1042920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant3-(Benzyloxy)-8-chloro-1,5-naphthyridineHCID 67316944—
Reactant4-(4-(4-Chlorophenyl)phthalazin-1-ylamino)phenol hydrochlorideHCID 136381728—
SolventWaterHCID 962—
ProductN-(4-(7-(benzyloxy)-1,5-naphthyridin-4-yloxy)phenyl)-4-(4-chlorophenyl)phthalazin-1-amineHCID 67316920—

Reaction Conditions

Temperature100 °C

Reaction Steps

A pyrex reaction tube was charged with 4-(4-(4-chlorophenyl)phthalazin-1-ylamino)phenol hydrochloride (344 mg, 894 μmol), 3-(benzyloxy)-8-chloro-1,5-naphthyridine (220 mg, 813 μmol), cesium carbonate (662 mg, 2032 μmol) and 4.1 mL DMSO. The tube was sealed and the mixture was heated at 100° C. for 4 h. Water was added and the resulting precipitate was filtered, washed with water and dried. The crude material was purified by silica gel chromatography, 90/10/1 DCM/MeOH/NH4OH in DCM to provide N-(4-(7-(benzyloxy)-1,5-naphthyridin-4-yloxy)phenyl)-4-(4-chlorophenyl)phthalazin-1-amine. MS: [M+H]=583.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557816B2
Source datasetuspto-grants-2013_10
ORD IDord-feef8d88f49a483fbc081a34d291477a
Source noteuspto-grants-2013_10