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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-(Chloromethyl)-1-methylbenzimidazole | HCID 248044 | — |
| Edukt | 6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione | HCID 16076109 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethoxy ethylene glycol | HCID 21263609 | — |
| Produkt | 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-3-[(1-methyl-1H-benzimidazol-2-yl)methyl]dihydro-2H-pyran-2,4(3H)-dione | HCID 58762730 | 7,5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07148226B2 |
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| Quelldatensatz | uspto-grants-2006_12 |
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| ORD ID | ord-fc9778469d1f4a58a88a2cdcce549f91 |
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| Quellennotiz | uspto-grants-2006_12 |
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