HuagongsheHuagongshe Chemistry Print Report · For research reference only
Vinyl chloroformate → vinyl 5-(3-bromo-4-fluorophenyl)-4,6-dioxo-4,5,6,7,9,10-hexahydro-1H-pyrano[3,4-b][1,7]naphthyridine-8(3H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Vinyl chloroformate | HCID 78808 | — |
| Reactant | 8-benzyl-5-(3-bromo-4-fluorophenyl)-5,8,9,10-tetrahydro-1H-pyrano[3,4-b][1,7]naphthyridine-4,6(3H,7H)-dione | HCID 12124008 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | vinyl 5-(3-bromo-4-fluorophenyl)-4,6-dioxo-4,5,6,7,9,10-hexahydro-1H-pyrano[3,4-b][1,7]naphthyridine-8(3H)-carboxylate | HCID 18000982 | 40.7% |
Reaction Steps
A solution of the product from Example 24A (0.29 g, 0.69 mmol) in methylene chloride (4 mL) was treated with vinyl chloroformate (0.10 mL, 1.2 mmol) and processed as in Example 2B. Purification by flash chromatography over silica gel (EtOAc) provided the title compound (0.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06191140B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-e5356fcf443f4cafa8602c1591009691 |
| Source note | uspto-grants-2001_02 |