Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Butanoyl chloride, 2-oxo- | HCID 11007880 | — |
| Reactant | HCID 178506493 | HCID 178506493 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 69003606 | HCID 69003606 | 50% |
Reaction Steps
(E)-2-[2-(1H-indazol-3-yl)vinyl]-N-hydroxybenzamidine (0.17 g, 0.60 mmol) was dissolved in pyridine (5.0 mL) and ethyloxalyl chloride (0.12 mL, 1.1 mmol) was added thereto, followed by stirring at 90° C. for 2 hours. Methanol and 2 mol/L aqueous sodium hydroxide solution were added to the mixture and the organic layer was extracted with ethyl acetate. The aqueous layer was neutralized by 6 mol/L hydrochloric acid and the precipitated solid was collected by filtration and then dried. The obtained solid was triturated in ethanol to obtain (E)-3-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}[1,2,4]oxadiazole-5-carboxylic acid (0.12 g, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605272B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-b23782a5532741b392f51b24d8c30cfe |
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| Source note | uspto-grants-2009_10 |
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