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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CarbonateHCID 10340—
Edukt(5-Acetylthiophen-2-yl)boronic acidHCID 4143377—
Edukt3-(5-Bromopyridine-3-carbonyl)-1-methylpyrrolidin-2-oneHCID 14061371—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
LösungsmittelDioxane tolueneHCID 21840791—
Produkt3-(5-(5-Acetylthiophen-2-yl)nicotinoyl)-1-methylpyrrolidin-2-oneHCID 7157011850%

Reaktionsbedingungen

Temperatur85 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08754228B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-bbe03d7274b04b19b844bded081d50a4
Quellennotizuspto-grants-2014_06