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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322205Generated: October 26, 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/322205

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 numberUS06211198B1
Source datasetuspto-grants-2001_04
ORD IDord-e12c3f792d634edd96bdda7e971c28c5
Source noteuspto-grants-2001_04