HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 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 | Methyl acetoacetate | HCID 7757 | — |
| 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 | Methyl 2,6-dimethyl-5-(4-methylbenzoyl)-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydro-pyridine-3-carboxylate | HCID 57503356 | — |
Reaction Steps
848 mg (4.50 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 523 mg (4.50 mmol) of methyl 3-oxobutanoate, 790 mg (4.50 mmol) of 3-amino-1-(4-methylphenyl)but-2-en-1-one and 387 μl (6.72 mmol) of acetic acid in 10 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. 961 mg (44% 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-1474d822a23d40a9bb8da3cd2286e1ee |
| Source note | uspto-grants-2011_08 |