HuagongsheHuagongshe Chemistry Print Report · For research reference only
2H-pyran-3,5(4H,6H)-dione → methyl 4-(3-iodo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2H-pyran-3,5(4H,6H)-dione | HCID 325287 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 3-Iodo-4-methylbenzaldehyde | HCID 12330254 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl 4-(3-iodo-4-methylphenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate | HCID 18001003 | 45.5% |
Reaction Steps
The product from Example 1C (0.34 g, 3.0 mmol), the product from Example 3A (0.74 g, 3.0 mmol) and methyl 3-aminocrotonate (0.35 g, 3.0 mmol) in methanol (8 mL) were heated to 80° C. in a sealed tube for 60 hours. After cooling to ambient temperature, the mixture was filtered and the filter cake washed with methanol and dried to provide the title compound (0.60 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632418B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-42be9a9624214975863e00402913c28e |
| Source note | uspto-grants-2003_10 |