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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710550Generated: October 29, 2026

Sodium Carbonate → HCID 86688547, compound

https://huagongshe.com/reaction/710550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 86688544HCID 86688544—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86688547HCID 8668854717.1%

Reaction Steps

The compound (200 mg, 466 μmol) obtained in Example 1 and pyridine-4-boronic acid (115 mg, 932 μmol) were dissolved in a mixture of dimethoxyethane (4 mL) and DMF (2 mL), and a 2N sodium carbonate aqueous solution (700 μL, 1.40 mmol) and tetrakis(triphenylphosphine)palladium(0) (80 mg, 70 μmol) were added thereto. The resulting mixture was subjected to reaction at 120° C. for 20 minutes in a microwave reactor. A saturated ammonium chloride aqueous solution was added to the resulting mixture to stop the reaction, and the precipitate was collected by filtration. The residue was purified using medium pressure flash column chromatography (silica gel; methanol:chloroform=1:30), thereby giving the title compound (34 mg, 17%) as an amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181183B2
Source datasetuspto-grants-2015_11
ORD IDord-86efc619807547e39588934d9b735ddd
Source noteuspto-grants-2015_11