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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643683Generated: October 30, 2026

Triethylamine → 4-Bromo-2-{[(4-methoxyphenyl)methyl]amino}benzonitrile

https://huagongshe.com/reaction/643683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-MethoxybenzylamineHCID 75452—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
SolventDimethyl SulfoxideHCID 679—
Product4-Bromo-2-{[(4-methoxyphenyl)methyl]amino}benzonitrileHCID 5926300581%

Reaction Steps

A solution of 5-bromo-2-fluorobenzonitrile (3 g), 4-methoxybenzylamine (2.2 g), and triethyl amine (3 ml) in DMSO (5 ml) was heated at 120° C. for 5 h. The solution was partitioned between water and ethyl acetate. The combined organic extract was washed with brine, dried over Na2SO4 and concentrated. The residue was chromatographed to give the desired product (2.6 g, 81%) HPLC (6 minute gradient) tR=4.33 min; MS m/z 315.09, 317.08 (M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700622B2
Source datasetuspto-grants-2010_04
ORD IDord-e0b64062958648258361e84a30844659
Source noteuspto-grants-2010_04