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HRID 523528Erstellt: 25. Oktober 2026

Potassium Phosphate, Tribasic → 1-(2-Chloropyridin-4-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one

https://huagongshe.com/reaction/523528

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Chloro-4-iodopyridineHCID 1516511—
Edukttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Edukt1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-oneHCID 70982007—
KatalysatorCopper iodideHCID 83717—
LösungsmittelMethanolHCID 887—
LösungsmittelChloroformHCID 6212—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(2-Chloropyridin-4-yl)-3-(4-cyclopropylpyridin-3-yl)imidazolidin-2-oneHCID 6657641241%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Copper iodide (6.5 mg, 0.034 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (4.8 mg, 0.034 mmol) and potassium phosphate (219.3 mg, 1.034 mmol) were added to a solution of 1,4-dioxane (5 mL) previously purged with nitrogen (10 minutes). The reaction mixture was purged with argon for 10 minutes, followed by the addition of 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 70 mg, 0.344 mmol) and 2-chloro-4-iodopyridine (99.09 mg, 0.413 mmol). The reaction mixture was heated to reflux at 120° C. overnight. The reaction was monitored by TLC (10% MeOH in chloroform). The reaction mixture was cooled and partitioned between ethyl acetate and water. The organic layer was concentrated to yield the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 42 mg of the product (41% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09339501B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-f5e55f224cc042d09e56ecfca1061a20
Quellennotizuspto-grants-2016_05