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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874763Generated: October 31, 2026

Potassium Carbonate → 3-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile

https://huagongshe.com/reaction/1874763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-5-fluorobenzonitrileHCID 2734841—
Reactant2-({[(4-Chloro-3-hydroxyphenyl)methyl]amino}carbonyl)benzoic acidHCID 59451654—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrileHCID 5945152524%

Reaction Steps

3-Chloro-5-({2-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}oxy)benzonitrile was prepared in a in a similar manner as described herein from 2-({[(4-chloro-3-hydroxyphenyl)methyl]amino}carbonyl)benzoic acid (3.0 g, 10.4 mmol), 3-chloro-5-fluorobenzonitrile (2.5 g, 15.6 mmol), K2CO3 (4.3 g, 31.0 mmol) and NMP (25.0 mL). Purification was accomplished by column chromatography (hexane/EtOAc) to afford the title compound (1.0 g, 24%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-4786c67f275f40f2898fad10597d561b
Source noteuspto-grants-2012_11