HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Cyclobutyl 2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-5-(trifluoroacetyl)-1,4-dihydro-pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,1,1-Trifluoro-2,4-pentanedione | HCID 73943 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Reactant | Cyclobutyl 3-aminocrotonate | HCID 57475512 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Cyclobutyl 2,6-dimethyl-4-(2-methyl-4-oxo-4h-chromen-8-yl)-5-(trifluoroacetyl)-1,4-dihydro-pyridine-3-carboxylate | HCID 57503326 | — |
Reaction Steps
100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 143.3 mg (0.93 mmol) of 1,1,1-trifluoroacetylacetone, 82.4 mg (0.53 mmol) of cyclobutyl 3-aminocrotonate and 31.9 mg (0.53 mmol) of acetic acid in 5 ml of 2-propanol and heated to reflux under argon for 10 h. The solvent is removed in vacuo, and the residue is purified by column chromatography (mobile phase: dichloromethane/methanol 95:5). 8 mg (3.2% of theory) of the title compound are obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989633B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-57959912e27c46de8c079cec2aef17af |
| Source note | uspto-grants-2011_08 |