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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366332Generated: November 1, 2026

Triethylamine → Benzyl 4-(cyclopropylcarbonyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1366332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarboxylic acidHCID 15655—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBenzyl piperazine-1-carboxylateHCID 643495—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductBenzyl 4-(cyclopropylcarbonyl)piperazine-1-carboxylateHCID 2306985093.2%

Reaction Steps

In 35 mL of N,N-dimethylformamide were dissolved benzyl 1-piperazinecarboxylate (5.00 g, 22.7 mmol) and cyclopropanecarboxylic acid (2.54 g, 29.5 mmol), and 1-ethyl-3-(3-(N,N-dimethylamino)propyl)-carbodiimide hydrochloride (6.53 g, 34.1 mmol), 1-hydroxybenzotriazole (4.52 g, 29.5 mmol) and triethylamine (3.60 g, 35.9 mmol) were added thereto at room temperature, followed by stirring at the same temperature for three hours. The reaction mixture was mixed with water, and extracted twice with ethyl acetate. The organic layer was sequentially washed with water twice, with a saturated aqueous solution of sodium bicarbonate once and with brine once, and then dried over anhydrous sodium sulfate. The organic layer was passed through a silica gel column (Fuji Silysia, NH Silica gel) and evaporated to give the title compound (6.10 g, 93.1%) as a white amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893068B2
Source datasetuspto-grants-2011_02
ORD IDord-23a37767a9ba486faefa4e05b66c30fe
Source noteuspto-grants-2011_02