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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 964277Generated: October 31, 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/964277

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 numberUS05767131
Source datasetuspto-grants-1998_06
ORD IDord-fe11c69f7191457883a131786f582202
Source noteuspto-grants-1998_06