HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 2,6-dimethyl-5-(4-methylbenzoyl)-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Reactant | 3-Amino-1-(4-methylphenyl)but-2-en-1-one | HCID 67343790 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 2,6-dimethyl-5-(4-methylbenzoyl)-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate | HCID 57503357 | — |
Reaction Steps
100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 69 mg (0.53 mmol) of ethyl 3-oxobutanoate, 93 mg (0.53 mmol) of 3-amino-1-(4-methylphenyl)but-2-en-1-one and 3 μl (0.05 mmol) of acetic acid in 5 ml of 2-propanol and heated under reflux under argon for 30 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 180 mg (74% 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-795744b12b6545a29ac407c6337a6899 |
| Source note | uspto-grants-2011_08 |