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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201479Generated: October 29, 2026

Potassium Carbonate → 3-Fluoro-4-(7-methoxyisoquinolin-3-yl)benzoic acid

https://huagongshe.com/reaction/2201479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Dihydroxyboranyl)-3-fluorobenzoic acidHCID 23134177—
Reactant3-Chloro-7-methoxyisoquinolineHCID 53425565—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDiethylene Glycol Monomethyl EtherHCID 8134—
Product3-Fluoro-4-(7-methoxyisoquinolin-3-yl)benzoic acidHCID 6797482630.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 3-chloro-7-methoxyisoquinoline (Intermediate 12) (300 mg, 1.55 mmol), 4-carboxy-2-fluorophenylboronic acid (285 mg, 1.55 mmol), K2CO3 (642 mg, 4.65 mmol) and Pd(dppf)Cl2 (30 mg, 0.037 mmol) in DEGME (7 mL) and water (2 mL) was stirred under N2 atmosphere at 120° C. for 3 hours. The resulting mixture was cooled to room temperature and filtered. The filtrate was acidified with aqueous HCl (2M) until pH=6 and filtered. The solid was dried under reduced pressure to give 3-fluoro-4-(7-methoxyisoquinolin-3-yl)benzoic acid (140 mg, yield: 30%) as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364481B2
Source datasetuspto-grants-2016_06
ORD IDord-b69979d7c2574ba68fadc96b556e3e4d
Source noteuspto-grants-2016_06