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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059940Generated: November 2, 2026

3-Nitrophenylboronic Acid → HCID 18667565, compound

https://huagongshe.com/reaction/1059940

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantSodium CarbonateHCID 10340—
Reactant2-ChloronicotinonitrileHCID 81079—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 18667565HCID 1866756526.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 2-chloro-3-cyanopyridine (0.693 g), 3-nitrophenylboronic acid (1.09 g) and tetrakis(triphenylphosphine)-palladium (289 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (6.5 ml). The mixture was stirred at 80° C. for 24 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was crystallized from 2-propanol. The precipitate was collected by filtration, washed with diisopropyl ether and dried to give 3-(3-cyanopyridin-2-yl)nitrobenzene (294 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-e223c94d5cb1423b9b0bdcd766aea07b
Source noteuspto-grants-2003_02