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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037764Generated: November 1, 2026

Benzoyl chloride → N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-benzamide

https://huagongshe.com/reaction/1037764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-oneHCID 59579453—
SolventDichloromethaneHCID 6344—
ProductN-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-benzamideHCID 24785069—

Reaction Steps

5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one (50 mg, 0.0002 mol), benzoyl chloride (36 mg, 0.00026 mol) and N,N-diisopropylethylamine (110 mg, 0.00086 mol) were stirred in methylene chloride (3 mL, 0.05 mol) at room temperature for 2 hours. The mixture was diluted with CH2Cl2 (20 mL) and the organic layer was separated and washed with NaHCO3 (10 mL), dried over Na2SO4, and purified via flash column chromatography (12 g of silica gel, 10% MeOH/CH2Cl2) to give the product as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546579B2
Source datasetuspto-grants-2013_10
ORD IDord-1c61e1c981894fe38d119ef3be83c2c3
Source noteuspto-grants-2013_10