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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 858764Erstellt: 23. Oktober 2026

Sodium Carbonate → 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-3-[(1-methyl-1H-benzimidazol-2-yl)methyl]dihydro-2H-pyran-2,4(3H)-dione

https://huagongshe.com/de/reaction/858764

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-(Chloromethyl)-1-methylbenzimidazoleHCID 248044—
Edukt6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dioneHCID 16076109—
LösungsmittelWaterHCID 962—
LösungsmittelDimethoxy ethylene glycolHCID 21263609—
Produkt6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-3-[(1-methyl-1H-benzimidazol-2-yl)methyl]dihydro-2H-pyran-2,4(3H)-dioneHCID 587627307,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione (127 mg, 0.362 mmol) was dissolved in a mixture of dimethoxy ethylene glycol (1.8 ml) and water (1.8 ml). The solution was heated to 80° C. Sodium carbonate (42.2 mg, 0.398 mmol) was then added to the mixture followed by 2-(chloromethyl)-1-methyl-1H-benzimidazole (42.2 mg, 0.398 mmol). The reaction mixture was stirred at 80° C. for 5 hrs, after which time the mixture was acidified to pH 5 and the product was extracted with ethyl acetate (3×25 ml). The combined organics were washed with brine (30 ml), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and purified by prep HPLC to afford the title compound as a white solid (13.5 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07148226B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-fc9778469d1f4a58a88a2cdcce549f91
Quellennotizuspto-grants-2006_12