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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603583Generated: October 31, 2026

1-Naphthaleneboronic acid → HCID 19605474, compound

https://huagongshe.com/reaction/1603583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Naphthaleneboronic acidHCID 254532—
Reactant4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamineHCID 6918689—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventTolueneHCID 1140—
SolventPotassium CarbonateHCID 11430—
ProductHCID 19605474HCID 1960547420.5%

Reaction Steps

A mixture of 191 mg (0.5 mmole) 4-(2-bromo-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine, 106 mg (0.55 mmole) 1-naphthylboronic acid, 18 mg bis(triphenylphosphine)-palladium(II)-chloride is refluxed for 20 hours in 7 ml toluene and 2 ml 2N aqueous potassium carbonate. The solvents are removed in vacuo. Flash chromatography (silicagel, ethyl acetate/hexane 1/1) of the residue yields 44 mg (20%) pure 4-(2-naphthalen-1-yl-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine as an amorphous solid with corresponding NMR- and mass spectra.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990105
Source datasetuspto-grants-1999_11
ORD IDord-9b5643dfec204855a314d70bbdbfd324
Source noteuspto-grants-1999_11