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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402527Generated: October 27, 2026

Water → 6-fluoro-2-(4-methoxybenzyl)-7-methylisoquinolin-1(2H)-one

https://huagongshe.com/reaction/402527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant6-Fluoro-7-methylisoquinolin-1(2H)-oneHCID 59226050—
SolventDimethylformamideHCID 6228—
SolventEthylacetate heptaneHCID 21899848—
Product6-fluoro-2-(4-methoxybenzyl)-7-methylisoquinolin-1(2H)-oneHCID 5922604354.5%

Reaction Steps

To a solution of 9.17 g (51.8 mmol) of 6-fluoro-7-methyl-2H-isoquinolin-1-one in 80 ml of DMF were added 20.2 g (62.1 mmol) of cesium carbonate and then 8.92 g (56.9 mmol) of 4-methoxybenzylchloride. After stirring at room temperature for 90 minutes the reaction mixture was poured into 600 ml of water, stirred for 1 h, and then the precipitated product was isolated by suction. From the mother liquor additional product was isolated by chromatography with heptane/ethyl acetate (80:20). The combined products were recrystallized from ethyl acetate and 8.39 g of 6-fluoro-2-(4-methoxy-benzyl)-7-methyl-2H-isoquinolin-1-one were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742116B2
Source datasetuspto-grants-2014_06
ORD IDord-fa3fa7b9c15b46288b27289d43ff887e
Source noteuspto-grants-2014_06