HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-4-fluorobenzaldehyde → ethyl 4-(3-bromo-4-fluorophenyl)-5-oxo-2-propyl-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-4-fluorobenzaldehyde | HCID 173604 | — |
| Reactant | 2H-pyran-3,5(4H,6H)-dione | HCID 325287 | — |
| Reactant | ethyl (2E)-3-amino-2-hexenoate | HCID 10986503 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl 4-(3-bromo-4-fluorophenyl)-5-oxo-2-propyl-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate | HCID 18000997 | 88.2% |
Reaction Steps
The product from Example 95A (0.083 g, 0.52 mmol), the product from Example 11B (0.050 g, 0.44 mmol) and 3-bromo-4-fluorobenzaldehyde (0.116 g, 0.57 mmol) in ethanol (1 mL) were heated to 80 C. for 16 hours in a sealed tube, cooled to ambient temperature and concentrated to dryness. The residue was purified on silica gel eluting with 2% methanol in dichloromethane to provide the title compound (0.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642222B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-53a2bef521b4435aa8bc35dcf5e41010 |
| Source note | uspto-grants-2003_11 |