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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714276Generated: October 29, 2026

2-Piperidone → HCID 58247780, compound

https://huagongshe.com/reaction/714276

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PiperidoneHCID 12665—
ReactantN-benzyl-2-chloropyridine-4-carboxamideHCID 15115857—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductHCID 58247780HCID 5824778021.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of N-benzyl-2-chloroisonicotinamide (0.30 g, 1.22 mmol), piperidin-2-one (0.12 g, 1.22 mmol), 1,1′-bis(diphenylphosphino)ferrocene (0.03 g, 0.05 mmol), palladium acetate (0.01 g, 0.05 mmol) and sodium tert-butoxide (0.12 g, 1.22 mmol) in toluene (10 mL) was heated at 130° C. for 36 hours under nitrogen atmosphere and concentrated in vacuo to dryness. The residue was dissolved in dichloromethane (50 mL) and washed with water (30 mL). The separated organic solution was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The residue was purified by column chromatography and eluted with 65-75% ethyl acetate in petroleum ether to give N-benzyl-2-(2-oxopiperidin-1-yl)isonicotinamide as a colorless solid (0.08 g, 21%): MS (ES+) m/z 310.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187426B2
Source datasetuspto-grants-2015_11
ORD IDord-5650f70133d549a99796b96f912482c0
Source noteuspto-grants-2015_11