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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158713Generated: October 29, 2026

Ethanol → HCID 68644313, compound

https://huagongshe.com/reaction/1158713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Boc-1-(5-bromo-2-pyridyl)piperazineHCID 11244775—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 68644313HCID 6864431380.7%

Reaction Steps

A mixed solution of tert-butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate (1.00 g, 2.92 mmol), phenylboronic acid (535 mg, 4.38 mmol), ethanol (2.5 ml), 2N aqueous solution of sodium carbonate (12 ml), tetrakis(triphenylphosphine)palladium (404 mg, 0.350 mmol) and toluene (23 ml) was stirred at 95° C. for 12 hours under a nitrogen atmosphere, and the solvent was distilled away under reduce pressure. The residue was poured into water, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduce pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give the titled compound 800 mg (80.7%) as solid product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812025B2
Source datasetuspto-grants-2010_10
ORD IDord-ab5dbb4d6e4e48cba3ad3afe4075f4c2
Source noteuspto-grants-2010_10