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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171482Generated: November 1, 2026

Water → tert-Butyl (2-((5-cyanopyridin-2-yl)amino)ethyl)carbamate

https://huagongshe.com/reaction/2171482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantPotassium BicarbonateHCID 516893—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventDimethylformamideHCID 6228—
Producttert-Butyl (2-((5-cyanopyridin-2-yl)amino)ethyl)carbamateHCID 47453716—

Reaction Conditions

Temperature90 °C

Reaction Steps

3.0 g (18.73 mmol) of N-Boc-ethylenediamine, 5.19 g (37.45 mmol) of 6-chloronicotinonitrile and 3.75 g (37.45 mmol) of potassium bicarbonate are suspended in 360 ml of DMF and heated at 90° C. for 16 h. Water is added to the mixture, which is then extracted three times with ethyl acetate. The combined organic phases are washed with saturated aqueous sodium chloride solution. After drying over magnesium sulphate, the solvent is removed. Drying under high vacuum results in 3.58 g (68% of theory) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051323B2
Source datasetuspto-grants-2015_06
ORD IDord-2993fde398824422b4646520aab4b8e6
Source noteuspto-grants-2015_06