HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-aminocrotonate → 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 2-Fluoro-3-nitrobenzaldehyde | HCID 10487325 | — |
| Reactant | 2-(Benzylmethylamino)ethyl acetoacetate | HCID 11776829 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate | HCID 10458542 | 50.7% |
Reaction Steps
A mixture of 330 mg of 2-fluoro-3-nitrobenzaldehyde, 252 mg of methyl 3-aminocrotonate and 506 mg of 2-(N-benzyl-N-methylamino)ethyl acetoacetate in 2 ml of 2-propanol was refluxed for 12 hours, and then the solvent was distilled off in vacuo. The residue was purified by the method of a column chromatography on silica gel to provide 492 mg of the desired compound (104).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04578395 |
| Source dataset | uspto-grants-1986_03 |
| ORD ID | ord-ea62279ae4f04ee9af0ad9ccf5f23c39 |
| Source note | uspto-grants-1986_03 |