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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669878Generated: October 30, 2026

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

https://huagongshe.com/reaction/1669878

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—
CatalystHCID 178418397HCID 178418397—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product3-(5-Methyl-pyridin-2-yl)-5-nitro-benzoic acid methyl esterHCID 5785165840%

Reaction Steps

To a solution of 2-bromo-5-methylpyridine (1.24 g, 7 mmol), Pd(PPh3)4(226 mg, 0.2 mmol) and K3PO4(2.76 g, 13 mmol) in DME/H2O (5 ml/1 ml) was added 3-nitro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid methyl ester (2.00 g, 6.5 mmol) under N2 atmosphere. The mixture was subjected to microwave radiation at 130° C. for 0.5 hours. The reaction mixture was cooled and solvent was evaporated under reduced pressure. The residue was purified by flash-chromatography (CH2Cl2/MeOH) to give 3-(5-methyl-pyridin-2-yl)-5-nitro-benzoic acid methyl ester as a white solid (700 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989637B2
Source datasetuspto-grants-2011_08
ORD IDord-487c72a5e302461094a3b2a095b4da72
Source noteuspto-grants-2011_08