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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42583Generated: October 29, 2026

Ethylenediamine → HCID 178510687, compound

https://huagongshe.com/reaction/42583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantHCID 178418260HCID 178418260—
ReactantHCID 178505545HCID 178505545—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178510687HCID 178510687—

Reaction Steps

In a volumetric flask, 3-bromo-4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine (0.20 g, 0.4 mmol, obtained in example 64), copper cyanide (I) (0.05 g, 0.6 mmol) and anhydrous 1-methyl-2-pyrrolidone (1 mL) were introduced under argon atmosphere and heated to reflux for 2 h. This was poured into a 10% aqueous solution of ethylendiamine (4 mL) and extracted with CHCl3. Brine was added to the aqueous phase and it was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford the title compound in a solid form (yield: quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536194B2
Source datasetuspto-grants-2013_09
ORD IDord-ac209e070d504a4e8b86b2f7eb3a641d
Source noteuspto-grants-2013_09