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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236665Generated: October 27, 2026

Sodium Carbonate → HCID 178458423, compound

https://huagongshe.com/reaction/2236665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 178458419HCID 178458419—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 178458423HCID 17845842335.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

An amount of (4Z)-6-bromo-4-{[(3-hydroxy-4-propoxybenzyl)amino]methylene}isoquinoline-1,3(2H,4H)-dione (0.15 g, 0.35 mmol) in 2 mL of N,N′-dimethylformamide is added to 4-fluorophenylboronic acid (0.073 g, 0.52 mmol), 0.02 g (0.03 mmol) of tetrakis(triphenylphosphine)-palladium(0) and 0.4 mL of saturated sodium carbonate solution. The reaction mixture is stirred at 100° C. under N2 for 2 h. Mass spectroscopy suggested the completion of the reaction. Solids were removed by filtration, and solvent is subsequently evaporated under high-pressure vacuum to brown solid. The residue is purified by HPLC to give 0.055 g (35.5% yield) of light brown solid: mp 194-195° C.; MS (ESI) m/z 445.2 (M+H)−1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-8ea119c1c88e4bd3a13c417575e2327e
Source noteuspto-grants-2010_05