Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | HCID 178517507 | HCID 178517507 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59570385 | HCID 59570385 | 59.7% |
Reaction Steps
Into 2 ml of N,N-dimethylformamide was suspended 0.05 g of sodium hydride (60% oily), and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one was added at room temperature. After stirring for 10 minutes, 0.2 g of 3,3-dimethylbutanoyl chloride was added, and the mixture was stirred for 6 hours. Thereafter, the reaction solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with tert-butyl=methyl=ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.17 g of 4-(3,3-dimethylbutanoyl)-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (12)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318776B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-9f53859b93304052ac279b02f7799b67 |
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| Source note | uspto-grants-2012_11 |
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