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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010180Generated: October 29, 2026

Acetone → Ethyl(E)-3-[2-amino-4-(4-nitrophenoxy)-3-pyridyl]-2-propenoate

https://huagongshe.com/reaction/1010180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantTributylamineHCID 7622—
ReactantEthyl AcrylateHCID 8821—
Reactant3-Iodo-4-(4-nitrophenoxy)-2-pyridinamineHCID 22936334—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductEthyl(E)-3-[2-amino-4-(4-nitrophenoxy)-3-pyridyl]-2-propenoateHCID 58931221—

Reaction Steps

3-Iodo-4-(4-nitrophenoxy)-2-pyridinamine (500 mg), ethyl acrylate (0.3 ml), palladium (II) acetate (30 mg), tributylamine (0.66 ml) and dimethylformaldehyde (5 ml) were stirred at 130° C. for 20 minutes. After returning the reaction solution to room temperature, water was added and extraction was performed with ethyl acetate. NH type silica gel was added to the extract, the solvent was distilled off under reduced pressure, and the reaction product was adsorbed onto the silica gel. The silica gel was charged into a dry column packed with NH type silica gel, and column purification was performed (hexane:ethyl acetate=3:1). The solvent was distilled off under reduced pressure to obtain 330 mg of the target substance as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973160B2
Source datasetuspto-grants-2011_07
ORD IDord-54eb256140d049db960e33262dbd78ca
Source noteuspto-grants-2011_07