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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782011Generated: October 27, 2026

Potassium Carbonate → HCID 21873663, compound

https://huagongshe.com/reaction/1782011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantStyrylboronic acidHCID 5702628—
Reactant6-Bromo-2H-pyrido[3,2-B][1,4]oxazin-3(4H)-oneHCID 21873772—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 21873663HCID 2187366338%

Reaction Steps

The bromopyridine (h) (6.0 g, 26.3 mmol) and trans-2-phenylvinylboronic acid (3.9 g, 26.3 mmol) were dissolved in 1,4-dioxane (150 ml) and the solution was degassed with argon. (Ph3P)4Pd (230 mg, 0.2 mmol) was added, followed by a solution of potassium carbonate (6.9 g, 50 mmol) in water (20 ml). The reaction was heated at reflux under argon overnight, then was cooled to room temperature and diluted with EtOAc (200 ml). The solution was washed sequentially with water and brine, dried (Na2SO4), and concentrated in vacuo. The solid residue was purified by flash chromatography on silica gel (5-10% EtOAc/CHCl3) to afford a solid (2.5 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498326B2
Source datasetuspto-grants-2009_03
ORD IDord-62eb967c72434b2d84f262d2fa92c337
Source noteuspto-grants-2009_03