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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924221Generated: November 1, 2026

Sodium hydride → HCID 15979680, compound

https://huagongshe.com/reaction/1924221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
Reactant4-Propylpyrrolidin-2-oneHCID 14178100—
SolventAcetonitrileHCID 6342—
ProductHCID 15979680HCID 1597968080%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 4-propylpyrrolidin-2-one x1 (0.50 g, 3.93 mmol, 1 eq) and 2-chloro-5-(chloromethyl)pyridine x37 (0.64 g, 3.93 mmol, 1 eq) in acetonitrile (3 ml) is heated at 50° C. NaH (60% dispersion in oil, 158 mg, 3.93 mmol, 1 eq) and acetonitrile (5 ml) are added and the solution is stirred for 8 h at 50° C. The mixture is then poured on ice/water and the aqueous phase is extracted with CH2Cl2. The combined organic phases are dried over MgSO4, filtered and concentrated to dryness. The crude product is purified by chromatography on silicagel (CH2Cl2/MeOH/NH4OH: 99/1/0.1 (v/v/v)) to afford 790 mg of 1-[(6-chloropyridin-3-yl)methyl]-4-propylpyrrolidin-2-one 228.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178533B2
Source datasetuspto-grants-2012_05
ORD IDord-464355c37ce24d7189dc975b1fe45609
Source noteuspto-grants-2012_05