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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533426Generated: October 30, 2026

Toluene → HCID 67775631, compound

https://huagongshe.com/reaction/533426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantEthylboronic acidHCID 521157—
ReactantHCID 67773046HCID 67773046—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67775631HCID 6777563154.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon gas atmosphere, a mixture of methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (150 mg), ethylboronic acid (84 mg), tetrakis(triphenylphosphine)palladium (44 mg), tripotassium phosphate (241 mg), toluene (5 mL), and water (0.3 mL) was heated under stirring in an oil bath at 100° C. for one day. The reaction mixture was returned to room temperature, and diluted with water and ethyl acetate, and then the insoluble matter was separated by filtration. The filtrate was extracted with ethyl acetate, and the organic layer was concentrated under reduced pressure. The resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain methyl 4-ethyl-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (71 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853242B2
Source datasetuspto-grants-2014_10
ORD IDord-e4f708e2e10d48a5ae7c66edb48efee1
Source noteuspto-grants-2014_10