HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2,6-difluoro-N-[1,8]naphthyridin-2-ylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,6-Difluorobenzoyl chloride | HCID 87438 | — |
| Reactant | 2-Amino-1,8-naphthyridine | HCID 4173048 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2,6-difluoro-N-[1,8]naphthyridin-2-ylbenzamide | HCID 90012217 | — |
Reaction Steps
[1,8]-Naphthyridin-2-ylamine (85 mg, 0.59 mmol) was dissolved in dichloromethane (2 mL) and pyridine (0.10 mL, 1.2 mmol). 2,6-Difluorobenzoyl chloride (0.068 mL, 0.76 mmol) was then added and the reaction mixture was stirred at room temperature for 30 minutes. Next, the reaction mixture was diluted with ethyl acetate and washed with water followed by brine. The resulting organic solution was purified by column chromatography (EtOAc/hexanes) to give 2,6-difluoro-N-[1,8]naphthyridin-2-ylbenzamide. Yield 35 mg (21%). LCMS (ESI): calc. C15H9F2N3O=285; obs. M+H=286.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394315B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2727f30b4f2f490690760cf88ef764a1 |
| Source note | uspto-grants-2016_07 |