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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059907Generated: October 31, 2026

3-Nitrophenylboronic Acid → HCID 611601, compound

https://huagongshe.com/reaction/1059907

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-3-methylpyridineHCID 220832—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 611601HCID 61160184.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 2-bromo-3-methylpyridine (1.72 g), 3-nitrophenylboronic acid (2.17 g) and tetrakis(triphenylphosphine)-palladium (577 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (13 ml). The mixture was stirred at 80° C. for 5 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 75g, dichloromethane:n-hexane=67:33 to 100:0) to give 3-(3-methylpyridin-2-yl)-nitrobenzene (1.81 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-4480220b4ec54819a1471978895cbdcc
Source noteuspto-grants-2003_02