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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157177Generated: October 26, 2026

Imidazole → 4-(4-Imidazol-1-yl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1157177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
ReactantTert-butyl 4-(4-iodophenyl)piperazine-1-carboxylateHCID 2795511—
SolventDimethylformamideHCID 6228—
Product4-(4-Imidazol-1-yl-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 58985115156.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

4-(4-Iodo-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.194 g, 0.5 mmol), Cul (0.01 g), Cs2CO3 (0.326 g, 1.0 mmol), [1,10]Phenanthroline (0.027 g, 0.15 mmol) and imidazole (0.034 g, 0.5 mmol) were mixed in 3 mL dry DMF in a pressure vessel. The vessel was heated at 110° C. overnight. After cooling to rt, the insoluble was filtered and washed with CH2Cl2. The filtrate was concentrated and the crude was purified with prep TLC (7.5% MeOH-2M NH3/CH2Cl2) to yield the title compound (0.077 g). M+H 328.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807672B2
Source datasetuspto-grants-2010_10
ORD IDord-0d96d1e29a4a4569849366cb028e3049
Source noteuspto-grants-2010_10