HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-3-penten-2-one | HCID 136873 | — |
| Reactant | Cyclobutylmethyl 2-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]-3-oxobutanoate | HCID 66991437 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Cyclobutylmethyl 5-acetyl-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989633B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-a0544e45af7e4ab4bda9bce0718a97d5 |
| Source note | uspto-grants-2011_08 |