HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 407168Erstellt: 26. Oktober 2026
Dichloromethane → 3-(5-(5-Acetylthiophen-2-yl)nicotinoyl)-1-methylpyrrolidin-2-one
https://huagongshe.com/reaction/407168
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (5-Acetylthiophen-2-yl)boronic acid | HCID 4143377 | — |
| Edukt | 3-(5-Bromopyridine-3-carbonyl)-1-methylpyrrolidin-2-one | HCID 14061371 | — |
| Katalysator | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Lösungsmittel | Dioxane toluene | HCID 21840791 | — |
| Produkt | 3-(5-(5-Acetylthiophen-2-yl)nicotinoyl)-1-methylpyrrolidin-2-one | HCID 71570118 | 50% |
Reaktionsschritte
A mixture of 3-(5-bromonicotinoyl)-1-methylpyrrolidin-2-one 3 (1 equiv), 5-Acetyl-2-thiopheneboronic acid (1.2 equiv), 1,1′-bis(diphenylphosphino)ferrocene]dichloro palladium(II) complex with DCM (0.1 equiv) and 2M Na2CO3 (4 equiv) in toluene/1,4-dioxane (4:1, 15 volumes) was degassed and filled with nitrogen. Then the reaction mixture was heated to 85° C. and maintained for 2 h. After completion of the reaction filtered through Celite bed and washed with ethyl acetate. The combined organic layer was dried over with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain crude residue which was purified by silica-gel column chromatography using 2% MeOH/DCM as an eluent to afford 50% yield of titled compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08754228B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-bbe03d7274b04b19b844bded081d50a4 |
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| Quellennotiz | uspto-grants-2014_06 |
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