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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 964306Generated: October 25, 2026

4-Amino-3-penten-2-one → 5-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine

https://huagongshe.com/reaction/964306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-3-penten-2-oneHCID 136873—
Reactant7-Azido-2-[(4-nitrophenyl)methylene]-3-oxoheptanoic acid 2-cyanoethyl esterHCID 53869981—
SolventEthanolHCID 702—
Product5-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridineHCID 23004053—

Reaction Steps

A solution of 7-azido-2-[(4-nitrophenyl)methylene]-3-oxoheptanoic acid 2-cyanoethyl ester (1.12 g, 3.00 mmol) and 4-amino-3-penten-2-one (330 mg, 3.30 mmol) in 20 ml of EtOH was refluxed for 48 hrs. After the EtOH was removed in vacuo, the residue was dissolved in 150 ml of CHCl3, washed with water (2×100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, the product was purified by chromatography (SiO2, CHCl3 :MeOH=5:95). 5-Acetyl-2-(4-azidobutyl)-3-(2-cyanoethoxy)carbonyl-1,4-dihydro-6-methyl-4-(4-nitrophenyl)pyridine was obtain as a yellow oil (1.05 g, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05767131
Source datasetuspto-grants-1998_06
ORD IDord-229b18a5d3a4433bbbdea225e3130481
Source noteuspto-grants-1998_06