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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534982Generated: October 29, 2026

Triethylamine → 5-{2-[4-(2-tert-Butyl-4-methylphenyl)piperazin-1-yl]-2-oxoethyl}imidazolidine-2,4-dione

https://huagongshe.com/reaction/534982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHydantoin-5-acetic acidHCID 95492—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-Tert-butyl-4-methylphenyl)piperazine dihydrochlorideHCID 66750837—
SolventDimethylformamideHCID 6228—
Product5-{2-[4-(2-tert-Butyl-4-methylphenyl)piperazin-1-yl]-2-oxoethyl}imidazolidine-2,4-dioneHCID 6679276789%

Reaction Steps

A mixture of 1-(2-tert-butyl-4-methylphenyl)piperazine dihydrochloride (Reference Example 10, 0.31 g, 1.0 mmol), (2,5-dioxoimidazolidin-4-yl)acetic acid (0.19 g, 1.2 mmol), triethylamine (420 μL, 3.0 mmol), EDCI (0.23 g, 1.2 mmol) and HOBt (0.18 g, 1.2 mmol) in N,N-dimethylformamide (5 mL) was stirred at room temperature for 2 days. The reaction mixture was poured into saturated NaHCO3 solution and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the title compound (0.33 g, 89%) as a orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853215B2
Source datasetuspto-grants-2014_10
ORD IDord-6eda969acc724286a5005179323c4244
Source noteuspto-grants-2014_10