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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84724Generated: October 30, 2026

Potassium Phosphate, Tribasic → 3-(5-Methyl-pyridin-2-yl)-5-nitro-benzoic acid methyl ester

https://huagongshe.com/reaction/84724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Bromo-5-methylpyridineHCID 564216—
ReactantMethyl 3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 44119765—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Solvent1,2-DimethoxyetheneHCID 522390—
Product3-(5-Methyl-pyridin-2-yl)-5-nitro-benzoic acid methyl esterHCID 5785165856.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 3-Nitro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (100 mg, 0.326 mmol), 2-bromo-5 methyl-pyridine (56 mg, 0.326 mmol), K3PO4 (138 mg, 0.652 mmol) in dimethoxy ethylene (3 mL) and water (1 mL) was added Pd(Pph3)4 (11.3 mg, 0.001 mmol). The mixture was flushed with N2 and heated under microwave at 130° C. for 30 minutes. The reaction mixture was cooled, solvent wasremoved under reduced pressure, and the residue was purified by column chromatography (EtOAc/hexane=1:3) to afford 3-(5-Methyl-pyridin-2-yl)-5-nitro-benzoic acid methyl ester as a white solid (50 mg, 56%). MS (M+H)=273.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846945B2
Source datasetuspto-grants-2014_09
ORD IDord-cd93fbaad097461e891b4897d5b24328
Source noteuspto-grants-2014_09