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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916519Generated: November 2, 2026

Sodium Carbonate → HCID 59835766, compound

https://huagongshe.com/reaction/1916519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Methoxyphenyl boric acidHCID 14769994—
ReactantHCID 67364555HCID 67364555—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59835766HCID 59835766—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 200 mg (0.54 mmol) {2-[4-(5-bromo-pyridin-2-ylethynyl)-phenoxy]-ethyl}-diethyl-amine, 163 mg (1.07 mmol) 4-methoxy-phenylboric acid, 31 mg (0.03 mmol) tetrakis-triphenylphosphane-palladium and 0.27 mL of a 2 M aqueous Na2CO3 solution in 5 mL 1,4-dioxane is heated for 20 h at 110° C. under a nitrogen atmosphere. The solvent is distilled off i.vac., the residue is taken up in water, exhaustively extracted with EtOAc and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified on silica gel (EtOAc/MeOH/NH3 95:5:0.5). The product fractions are evaporated down, the residue is triturated with diethyl ether, suction filtered and washed with diisopropylether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-2af38873b4294c50891ff4fccd415818
Source noteuspto-grants-2013_12