HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 1-(3-bromophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178471910 | HCID 178471910 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 1-(3-bromophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | HCID 11057804 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
The crude compound from Step 1 was dissolved in tetrahydrofuran (500 mL), the solution was cooled to 0° C., and sodium hydride (as a 60% dispersion in oil, 9.4 g, 235 mmol) was added in portions. After stirring at 0° for 1 hour, the mixture was allowed to warm up to room temperature. After 2 hours, water (400 mL) was added to the suspension and and the insoluble solid was filtered and washed copiously with water. When dry, the solid was stirred in ether (150 mL) at room temperature for 24 hours and filtered to afford the title compound as a cream-colored solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312334B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-7d0f8a2a7338415caaf7a1a759537dfd |
| Source note | uspto-grants-2007_12 |