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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628322Generated: October 30, 2026

Potassium Phosphate, Tribasic → tert-Butyl 2-(5-(2-methylpyridin-4-yl)-3-nitropyridin-2-yloxy)acetate

https://huagongshe.com/reaction/1628322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Methylpyridine-4-boronic acidHCID 4192664—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactanttert-Butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetateHCID 67497047—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Producttert-Butyl 2-(5-(2-methylpyridin-4-yl)-3-nitropyridin-2-yloxy)acetateHCID 6962096967%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a flask with tert-butyl 2-(5-bromo-3-nitropyridin-2-yloxy)acetate (78.F) (700 mg from last step, about 406 mg of estimated pure 78.F by NMR) was added tris(dibenzylideneacetone)dipalladium (o) (67 mg, 0.073 mmol), 2-methylpyridin-4-ylboronic acid (250 mg, 1.8 mmol), X-phos (139 mg, 0.29 mmol), potassium phosphate (1.04 g, 4.9 mmol). The solids were purged with nitrogen. Degassed t-amyl alcohol was added as a solvent. The reaction was heated at 100° C. for 2 hr. 40 min.s. The solids were filtered off. Silica gel purification afforded 280 mg (67%) 78.G.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785468B2
Source datasetuspto-grants-2014_07
ORD IDord-7269e9f0f0a441d3bdd5cdbd06cdd19e
Source noteuspto-grants-2014_07