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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669789Generated: November 2, 2026

4-Amino-3-penten-2-one → Cyclobutylmethyl 5-acetyl-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate

https://huagongshe.com/reaction/1669789

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-3-penten-2-oneHCID 136873—
ReactantCyclobutylmethyl 2-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]-3-oxobutanoateHCID 66991437—
SolventEthanolHCID 702—
ProductCyclobutylmethyl 5-acetyl-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylateHCID 57503348—

Reaction Steps

960 mg (2.82 mmol) of cyclobutylmethyl 2-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]-3-oxobutanoate are dissolved with 279 mg (2.82 mmol) of 4-aminopent-3-en-2-one in 10 ml of ethanol and heated under reflux under argon for 24 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. Concentration of the product fractions and crystallization from ethyl acetate result in 532 mg (44% of theory) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989633B2
Source datasetuspto-grants-2011_08
ORD IDord-a0544e45af7e4ab4bda9bce0718a97d5
Source noteuspto-grants-2011_08