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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621292Generated: November 1, 2026

Benzyl Bromide → 1-Benzyloxy-7-chloro-6-fluoro-isoquinoline

https://huagongshe.com/reaction/1621292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
Reactant7-Chloro-6-fluoroisoquinolin-1(2H)-oneHCID 59818248—
CatalystHCID 178418647HCID 178418647—
SolventTolueneHCID 1140—
Product1-Benzyloxy-7-chloro-6-fluoro-isoquinolineHCID 5981825254.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

14.74 g (74.6 mmol) of 7-chloro-6-fluoro-2H-isoquinolin-1-one (60) were dissolved in 150 ml of toluene. After addition of 30.86 g (111.9 mmol) of silver carbonate and 15.31 g (89.5 mmol) of benzyl bromide, the mixture was stirred at 80° C. for 3 h. After cooling down to room temperature, the reaction mixture was filtered and the filtrate was evaporated. The residue was dissolved in dichloromethane and washed with water, dried with magnesium sulfate and evaporated. Final purification by MPLC gave 11.63 g of the title compound. Rt=2.51 min (Method B). Detected mass: 288.1/290.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772492B2
Source datasetuspto-grants-2014_07
ORD IDord-76d5bc810320414788873a065b53e5b3
Source noteuspto-grants-2014_07