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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853276Generated: October 31, 2026

Toluene → HCID 86673036, compound

https://huagongshe.com/reaction/1853276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 2758015—
ReactantHCID 86673027HCID 86673027—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 86673036HCID 8667303620%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 6-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (100 mg, 0.236 mmol), palladium acetate (3 mg, 0.014 mmol), potassium phosphate (175 mg, 0.826 mmol), dicyclohexylbiphenylphosphine (8 mg, 0.024 mmol), Cyclopropylboronic acid pinacol ester (99 mg, 0.59 mmol) in toluene (3 ml) was degassed with argon for 10 min. The reactor was sealed and heated at 120° C. for 18 hours. The mixture was poured onto a saturated aqueous solution of ammonium chloride, extracted with ethyl acetate, washed with water and brine, dried over sodium sulfate and purified by flash chromatography over silica gel (cyclohexane/dichloromethane: 0-80%) to yield 2-isoquinolin-3-yl-7-(pyridin-2-yl-ethynyl)-chromen-4-one O-tert-butyl oxime (18 mg, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962627B2
Source datasetuspto-grants-2015_02
ORD IDord-a614c461a5c6435a99c6c660cddfda8a
Source noteuspto-grants-2015_02