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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853267Generated: November 1, 2026

Triethylamine → HCID 86673036, compound

https://huagongshe.com/reaction/1853267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantEthynylpyridineHCID 137268—
ReactantSodiumHCID 5360545—
ReactantHCID 86673023HCID 86673023—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 86673036HCID 8667303664.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 7-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (150 mg, 0.35 mmol), trans-dichlorobis(triphenylphosphine)palladium (22 mg, 0.035 mmol), copper iodide (13 mg, 0.071 mmol), triphenylphosphine (19 mg, 0.071 mmol) in dimethylformamide (3 ml) was degassed with argon for 10 min and then treated with triethylamine (74 μl, 0.53 mmol) and 2-ethynylpyridine (45 μl, 0.45 mmol). The solution was warmed to 120° C. under microwave irradiation (power max=80 W) for 1 hour and then poured onto a saturated aqueous solution of sodium hydrogenocarbonate, extracted with ethyl acetate, washed with water and brine, dried over sodium sulfate and purified by flash chromatography over silica gel (cyclohexane/ethyl acetate: 20-40%) to yield 2-isoquinolin-3-yl-7-(pyridin-2-yl-ethynyl)-chromen-4-one O-tert-butyl oxime (100 mg, 63%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962627B2
Source datasetuspto-grants-2015_02
ORD IDord-d073a75929794b2a952922be81893371
Source noteuspto-grants-2015_02