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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534931Generated: November 1, 2026

Triethylamine → HCID 66750880, compound

https://huagongshe.com/reaction/534931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(Methoxycarbonyl)cyclopropane-1-carboxylic acidHCID 13861823—
Reactant1-(2-Tert-butylphenyl)piperazine dihydrochlorideHCID 66751149—
SolventAcetonitrileHCID 6342—
ProductHCID 66750880HCID 6675088082%

Reaction Steps

A suspension of 1-(2-tert-butylphenyl)piperazine dihydrochloride (Reference Example 1, 0.500 g, 1.72 mmol), 1-(methoxycarbonyl)cyclopropanecarboxylic acid (0.297 g, 2.06 mmol), EDCI (0.395 g, 2.06 mmol), HOBt (0.278 g, 2.06 mmol) and triethylamine (719 μl, 5.16 mmol) in acetonitrile (10 mL) was stirred at room temperature for 16 h. The reaction mixture was poured into saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated sodium hydrogen carbonate solution and brine, dried over MgSO4, and the solvent was evaporated under reduced pressure to give the crude product. The product was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate=90:10 to 65:35) to provide methyl 1-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}cyclopropanecarboxylate (0.485 g, 82%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853215B2
Source datasetuspto-grants-2014_10
ORD IDord-bbad7d05c5664890bbfafbc3692d0b7f
Source noteuspto-grants-2014_10