HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [(7-Hydroxy-3-thiophen-2-yl-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 7-hydroxy-3-(thiophen-2-yl)isoxazolo[4,5-c]pyridine-6-carboxylate | HCID 67530815 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [(7-Hydroxy-3-thiophen-2-yl-isoxazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid | HCID 42633061 | 75.8% |
Reaction Steps
Ethyl 7-hydroxy-3-(thiophen-2-yl)isoxazolo[4,5-c]pyridine-6-carboxylate (0.11 g, 0.38 mmol) was dissolved in 10 mL of DMF. Glycine (0.569 g, 7.59 mmol) and sodium ethoxide (0.387 g, 5.69 mmol) were added and the mixture was refluxed for 3 h. The mixture was cooled to room temperature and diluted with 70 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 92 mg of the title compound. MS: (+) m/z 320.37 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269008B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-3bcd3112490a4f09b4d4c3d508863134 |
| Source note | uspto-grants-2012_09 |