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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445153Generated: October 29, 2026

1-(Bromomethyl)-3-chlorobenzene → [2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanone

https://huagongshe.com/reaction/445153

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2-Amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanoneHCID 45139626—
SolventDichloromethaneHCID 6344—
Product[2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanoneHCID 60112864—

Reaction Steps

To a solution of 100 mg (0.327 mmol) (2-amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone in 1 ml dichloromethane is added 140 μl (0.818 mmol) N,N-diisopropyl-ethylamine and 48.7 μl (0.360 mmol)3-chloro-benzyl bromide. The reaction mixture is heated under reflux for 4 days and extracted with water/dichloromethane. The organic residue is chromatographed. For further purification the corresponding hydrochloride is precipitated form an etheric solution by addition of gaseous hydrochloric acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476286B2
Source datasetuspto-grants-2013_07
ORD IDord-427712d4b5aa4eeead56e030c6865087
Source noteuspto-grants-2013_07