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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533399Generated: October 30, 2026

Toluene → HCID 67774811, compound

https://huagongshe.com/reaction/533399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantHCID 67773046HCID 67773046—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67774811HCID 67774811326.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under argon gas atmosphere, a mixture of methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (292 mg), 2,4,6-trivinylboroxin-pyridine complex (89 mg), palladium acetate (19 mg), tricyclohexylphosphine (45 mg), tripotassium phosphate (280 mg), toluene (7 mL), and water (0.5 mL) was heated under stirring in an oil bath at 100° C. for 12 hours. The reaction mixture was returned to room temperature, diluted with water and ethyl acetate, and then the insoluble materials were 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 1-(2,4,6-trifluorophenyl)-4-vinylisoquinoline-7-carboxylate (180 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853242B2
Source datasetuspto-grants-2014_10
ORD IDord-17e80644d087455d9ace426c966e527e
Source noteuspto-grants-2014_10