Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059920Generated: October 25, 2026

3-Nitrophenylboronic Acid → HCID 18667584, compound

https://huagongshe.com/reaction/1059920

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-4-methoxypyridineHCID 4738484—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 18667584HCID 1866758461.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension of 2-bromo-4-methoxypyridine (483 mg), 3-nitrophenylboronic acid (643 mg) and tetrakis(triphenylphosphine)-palladium (148 mg) in 1,2-dimethoxyethane (10 ml) was added 2M aqueous solution of sodium carbonate (2.78 ml). The mixture was stirred at 90° C. for 6 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with dichloromethane. 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 purified by column chromatography (silica gel 40 g, 50-100% dichloromethane in n-hexane) to give 3-(4-methoxypyridin-2-yl)-nitrobenzene (365 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-717226425c9d4f4e9fbc40d41e0a04bb
Source noteuspto-grants-2003_02