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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473697Generated: October 30, 2026

Dimethylformamide → 7-bromo-4-chloro-2-(4-methoxybenzyl)isoquinolin-1(2H)-one

https://huagongshe.com/reaction/1473697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant7-Bromo-4-chloroisoquinolin-1(2H)-oneHCID 21192435—
SolventWaterHCID 962—
Product7-bromo-4-chloro-2-(4-methoxybenzyl)isoquinolin-1(2H)-oneHCID 8668778261.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a screw cap pressure vessel, 7-bromo-4-chloroisoquinolin-1(2H)-one (Ark Chemicals, 2.50 g, 9.67 mmol) was added to a vial followed by cesium carbonate (6.30 g, 19.34 mmol) and DMF (9.67 mL). 1-(chloromethyl)-4-methoxybenzene (1.444 ml, 10.64 mmol) was added, the vial was capped and heated to 50° C. for 1 hours. The reaction was cooled to room temperature and water (20 mL) was added. The reaction was stirred for an additional 1 hour and filtered. The solid was collected and dried under a vacuum to yield 2.25 g of 7-bromo-4-chloro-2-(4-methoxybenzyl)isoquinolin-1(2H)-one as an off white solid. m/z (ESI) 380.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012443B2
Source datasetuspto-grants-2015_04
ORD IDord-7fbb56ce0c17465a9431078e951f277f
Source noteuspto-grants-2015_04