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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400048Generated: November 2, 2026

Ethylenediamine → HCID 67515261, compound

https://huagongshe.com/reaction/1400048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantPotassium CarbonateHCID 11430—
Reactant2-PyrrolidoneHCID 12025—
Reactanttert-Butyl 1-(4-bromophenyl)-3-azabicyclo[3.1.0]hexane-3-carboxylateHCID 53432548—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
ProductHCID 67515261HCID 6751526152%

Reaction Steps

To a stifling suspension of potassium carbonate (1.23 g, 8.95 mmol) and CuI (42.5 mg, 0.22 mmol) in anhydrous toluene (10 mL) were added 1-(4-bromo-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (Intermediate I, 1.6 g, 4.5 mmol) dissolved in toluene (10 mL) followed by addition of pyrrolidinone (0.5 mL, 6.2 mmol) and ethylene diamine (0.03 mL, 0.45 mmol). Reaction mixture was refluxed for 16 h. Reaction mixture was then concentrated and the crude product was purified by column chromatography (silica gel, 4:6 EtOAc:Pet. ether) to afford the title compound as white solid (800 mg, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-e1d9b1d09d0e453fa733bf497cba1917
Source noteuspto-grants-2014_12