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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425597Generated: November 4, 2026

Dichloromethane → HCID 71059520, compound

https://huagongshe.com/reaction/1425597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Nitrophenyl)boronic acidHCID 2773548—
Reactant5-(Benzyloxy)-2-bromopyridineHCID 16094696—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71059520HCID 7105952051.7%

Reaction Steps

[1,1′-Bis(diphenylphosphino)ferrocnee]dichloropalladium(II), w/DCM (0.077 g, 0.095 mmol) was added to a solution containing (2-nitrophenyl)boronic acid (0.316 g, 1.893 mmol), 5-(benzyloxy)-2-bromopyridine (0.5 g, 1.893 mmol), Copper(I) iodide (0.036 g, 0.189 mmol) and Potassium carbonate (1.420 ml, 2.84 mmol) in DMF (Volume: 6.31 ml). Let the reaction cool to room temperature. Diluted reaction with water, extracted with ethyl acetate, combined organics, dried, filtered and concentrated. Purified with Combiflash using 15% ethyl acetate in hexanes to afford 5-(benzyloxy)-2-(2-nitrophenyl)pyridine (0.3 g, 0.979 mmol, 51.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08932557B2
Source datasetuspto-grants-2015_01
ORD IDord-3b9d0094eddb47e3987cc3df363a9eda
Source noteuspto-grants-2015_01