Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407168Generated: October 25, 2026

Dichloromethane → 3-(5-(5-Acetylthiophen-2-yl)nicotinoyl)-1-methylpyrrolidin-2-one

https://huagongshe.com/reaction/407168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactant(5-Acetylthiophen-2-yl)boronic acidHCID 4143377—
Reactant3-(5-Bromopyridine-3-carbonyl)-1-methylpyrrolidin-2-oneHCID 14061371—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDioxane tolueneHCID 21840791—
Product3-(5-(5-Acetylthiophen-2-yl)nicotinoyl)-1-methylpyrrolidin-2-oneHCID 7157011850%

Reaction Conditions

Temperature85 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754228B2
Source datasetuspto-grants-2014_06
ORD IDord-bbe03d7274b04b19b844bded081d50a4
Source noteuspto-grants-2014_06