Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59277774 | HCID 59277774 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 24957398 | HCID 24957398 | 12% |
Reaction Steps
5-{3-[7-(4-Fluoro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-phenylamino}-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester (120 mg, 0.27 mmol) and 5N NaOH (0.5 ml, 2.5 mmol) in dioxane (2 ml) was stirred and heated at 100° C. for 1 hour. After cooling to RT, 5N HCl (0.5 ml) was added. The mixture was diluted with Et2O and the liquid was decanted off. The residue was treated with EtOH and the solid was collected by filtration. This solid was suspended in EtOH (3 ml) and heated at reflux for 15 minutes. The volatiles were removed in vacuo and the residue was purified by preparative HPLC to give the title compound (12 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513276B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-115e20251cbc49d0aed454565d6091e6 |
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| Source note | uspto-grants-2013_08 |
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