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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396670Generated: October 29, 2026

(Z)-Benzyl 3-aminobut-2-enoate → 3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine

https://huagongshe.com/reaction/396670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Z)-Benzyl 3-aminobut-2-enoateHCID 5368345—
Reactant2-((4-Nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl esterHCID 54362224—
SolventEthanolHCID 702—
Product3-Benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridineHCID 10718828—

Reaction Steps

A solution of 2-[(4-nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl ester (15.06 g, 52.3 mmol) and benzyl 3-amino-crotonate (10.00 g, 52.3 mmol) in 150 ml of EtOH was refluxed for 36 hrs. After solvent was evaporated, the residue was dissolved in 250 ml of CHCl3, washed with water (2×100 ml) and dried over Na2SO4. After filtration and evaporation of solvent, 3-benzyloxycarbonyl-5-(2-cyanoethoxy)carbonyl-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)pyridine was obtained as a yellow oil (23.4 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608086B2
Source datasetuspto-grants-2003_08
ORD IDord-e9b88609ab3447bf8761176685dcaba1
Source noteuspto-grants-2003_08