HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 117774754, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 2-Fluoro-3-nitropyridine | HCID 2762817 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 117774754 | HCID 117774754 | — |
Reaction Steps
To a solution of 0.3 g (2.44 mmol) 1(1R)-1-(3-methylisoxazol-5-yl)ethanol in THF 2.45 mL (1 M in THF; 2.45 mmol) LiHMDS is added drop wise. After 30 minutes of stirring 0.3 g (2.04 mmol) 2-fluoro-3-nitro-pyridine is added. The mixture is stirred over night. The mixture is diluted with 1 N HCl and water and neutralized with NH3. EtOAc is added and the organic layer is separated, washed with brine, dried and evaporated to furnish 3-methyl-5-[(1R)-1-[(3-nitro-2-pyridyl)oxy]ethyl]isoxazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139577B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c870b547a1794d9094634d87bdd7ba33 |
| Source note | uspto-grants-2015_09 |