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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444695Generated: November 1, 2026

Propylamine → ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate

https://huagongshe.com/reaction/444695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
ReactantEthyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylateHCID 86654759—
SolventTetrahydrofuranHCID 8028—
Productethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylateHCID 5831938374.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.3 g, 1.10 mmol, 1 eq.) in 5 ml of tetrahydrofuran was added propylamine (0.131 g, 2.21 mmol, 2 eq.) at room temperature. After being stirred for 8 h at 80° C., the mixture was evaporated. The residue was diluted with AcOEt and the precipitate was filtered off. The filtrate was evaporated and the residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate (0.240 g, 74% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476197B2
Source datasetuspto-grants-2013_07
ORD IDord-e5f3d28943ad4489abf51a9845c02846
Source noteuspto-grants-2013_07