Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632754Generated: October 26, 2026

N,N'-Dimethylethylenediamine → 4-((benzyloxy)methyl)-1-(1-methyl-1H-pyrazol-3-yl)pyrrolidin-2-one

https://huagongshe.com/reaction/632754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-Iodo-1-methyl-1H-pyrazoleHCID 13334057—
Reactant4-((Benzyloxy)methyl)pyrrolidin-2-oneHCID 105457555—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
SolventCyclopentyl methyl etherHCID 138539—
Product4-((benzyloxy)methyl)-1-(1-methyl-1H-pyrazol-3-yl)pyrrolidin-2-oneHCID 11806124694.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-((benzyloxy)methyl)pyrrolidin-2-one (836 mg), 3-iodo-1-methyl-1H-pyrazole (856 mg), copper(I) iodide (80 mg) and tripotassium phosphate (1.7 g) in cyclopentyl methyl ether (20 mL) was added N1,N2-dimethylethane-1,2-diamine (87 μL). The reaction mixture was stirred at 120° C. for 22 hr, and diluted with ethyl acetate, and saturated aqueous ammonium chloride solution was added thereto. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321757B2
Source datasetuspto-grants-2016_04
ORD IDord-cd70b9c246024d679cf64002631d9de2
Source noteuspto-grants-2016_04