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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602522Generated: October 30, 2026

Water → HCID 67152537, compound

https://huagongshe.com/reaction/602522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-4-methyl-5-nitropyridineHCID 345364—
Reactant(2,6-Diethylphenyl)boronic acidHCID 18437832—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 67152537HCID 67152537—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-chloro-4-methyl-5-nitro-pyridine (5.0 g, 29.0 mmol), 2,6-diethylphenylboronic acid (7.7 g, 43.3 mmol), Pd(PPh3)4, (1.0 g, 0.9 mmol), Na2CO3 (9.1 g, 86.5 mmol) in a mixture of toluene (200 mL), water (43 mL) and ethanol (10 mL) is heated at 100° C. under nitrogen overnight. The mixture is cooled to room temperature, diluted with EtOAc, washed with water, dried (Na2SO4), and concentrated under reduced pressure. The residue is purified by chromatography on silica gel (Hexane/EtOAc, 6:1) to afford 2-(2,6-diethyl-phenyl)-4-methyl-5-nitro-pyridine as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906528B2
Source datasetuspto-grants-2011_03
ORD IDord-f67fc737bad4486aa7fe95b47d2d9e05
Source noteuspto-grants-2011_03