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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513246Generated: October 30, 2026

N,N'-Dimethylethylenediamine → HCID 86296099, compound

https://huagongshe.com/reaction/513246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant3-IodopyridineHCID 70714—
ReactantHCID 86296098HCID 86296098—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86296099HCID 86296099—

Reaction Conditions

Temperature140 °C

Reaction Steps

5-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-3-phenyl-1,3-dihydro-indol-2-one (100 mg, 0.314 mmol), 3-iodopyridine (71 mg, 0.346 mmol), copper (I) iodide (60 mg, 0.314 mmol), N,N′-dimethylethylenediamine (41.5 mg, 0.471 mmol), potassium carbonate (217 mg, 1.571 mmol) are added to a microwave vessel. Dioxane (5 mL) is added and the mixture heated to 140° C. for 30 minutes in a microwave reactor. A further 3-iodopyridine (35 mg, 0.173 mmol) and copper (I) iodide (12 mg, 0.063 mmol) are added. The mixture is again heated to 140° C. for 30 minutes in a microwave reactor. The reaction mixture is filtered. The filtrate is washed with dichloromethane. The volatiles are evaporated and the residue purified using reversed phase HPLC. This afforded the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102684B2
Source datasetuspto-grants-2015_08
ORD IDord-87dc3f0e784540d5b01549e228a39437
Source noteuspto-grants-2015_08