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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220834Generated: October 26, 2026

N-BOC-ethylenediamine → tert-butyl N-(2-((cyclopropylmethyl)amino)ethyl)carbamate

https://huagongshe.com/reaction/220834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantPotassium BicarbonateHCID 516893—
Reactant(2-Bromoethyl)cyclopropaneHCID 22636989—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl N-(2-((cyclopropylmethyl)amino)ethyl)carbamateHCID 4509218230.3%

Reaction Conditions

Temperature66 °C

Reaction Steps

Potassium hydrogen carbonate (220 mg, 2.2 mmol) and (bromoethyl)cyclopropane (270 mg, 2.0 mmol) were added to a solution of tert-butyl-N-(2-aminoethyl)carbamate (320 mg, 2.0 mmol) in THF (10 ml). The mixture was heated at 66° C. for 20 h and solvents were concentrated in vacuo. The residue was dissolved in chloroform, washed with water, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 1% triethylamine:4% methanol:95% chloroform) to yield the title compound (130 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202858B2
Source datasetuspto-grants-2012_06
ORD IDord-e7733171b3cf4154b41ba834829b5ca5
Source noteuspto-grants-2012_06