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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220483Generated: November 2, 2026

Toluene → HCID 15949563, compound

https://huagongshe.com/reaction/2220483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoropyridine-3-boronic acidHCID 2783270—
ReactantHCID 15949655HCID 15949655—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
ProductHCID 15949563HCID 1594956374%

Reaction Steps

A 1:1 mixture of toluene and ethanol was sparged with nitrogen for 30 minutes. To the solvent was added 4-[2-amino-4-(3-bromophenyl)-1-methyl-5-oxo-4,5-dihydro-1H-imidazol-4-yl]-1-ethyl-1H-pyrrole-2-carbaldehyde (1.10 g; 3.04 mmol), 2-fluoro-3-pyridineboronic acid (0.69 g; 4.9 mmol), sodium carbonate (1.03 g; 9.75 mmol), and tetrakis[triphenylphosphine]-palladium(0) (0.53 g; 0.46 mmol). This mixture was heated at reflux temperature for three hours. The solvents were evaporated and the residue was crystallized in CHCl3 and water to give the title as grey crystals, 0.91 g (74% yield),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417047B2
Source datasetuspto-grants-2008_08
ORD IDord-2476d42b1e904478a18d966c0abcea6b
Source noteuspto-grants-2008_08