HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Glycine | HCID 750 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylate | HCID 67530129 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid | HCID 42635757 | 57.9% |
Reaction Steps
Ethyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylate (0.11 g, 0.36 mmol) was dissolved in 10 mL of DMF. Glycine (0.55 g, 7.28 mmol) and sodium ethoxide (0.37 g, 5.46 mmol) were added and the mixture was refluxed for 14 h. The mixture was cooled to room temperature and diluted with 60 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 3. The resulting suspension was filtered and the solid was dried under vacuum to give 69 mg of the title compound. MS: (+) m/z 332.00 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269008B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-b9ce2c59050c4328a1264c711904183c |
| Source note | uspto-grants-2012_09 |