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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444705Generated: October 31, 2026

Triethylamine → 3-(2-Chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrile

https://huagongshe.com/reaction/444705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Ethylcyclopropan-1-amine hydrochlorideHCID 12953698—
Reactant3-Chloro-3-(2-chloropyridin-3-yl)acrylonitrileHCID 76759593—
SolventAcetonitrileHCID 6342—
Product3-(2-Chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrileHCID 7675959557.3%

Reaction Steps

To a solution of 3-chloro-3-(2-chloropyridin-3-yl)acrylonitrile (1.4 g, 7.03 mmol, 1 eq.) in 15 ml of acetonitrile was added 2-ethylcyclopropanamine hydrochloride (1.02 g, 8.44 mmol, 1.2 eq.) followed by triethylamine (TEA) (1.06 g, 10.55 mmol, 1.5 eq.). The reaction was microwaved (130° C., 2000 s, fixed hold, high absorption) and the solvent evaporated. The residual oil was triturated in ethyl acetate and the white solid removed by filtration. After concentration under vacuum, the residual oil was subjected to column chromatography to give 3-(2-chloropyridin-3-yl)-3-[(2-ethylcyclopropyl)amino]acrylonitrile (0.998 g, 51% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476197B2
Source datasetuspto-grants-2013_07
ORD IDord-1c51fc11b8234b18ba30d39a2625396c
Source noteuspto-grants-2013_07