Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 68732474 | HCID 68732474 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178466875 | HCID 178466875 | — |
Reaction Steps
To 4 ml of tetrahydrofuran were added 0.55 g of 3,5-dichloro-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carboxamide=oxime and 0.36 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. Thereafter, 0.34 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added, and the mixture was stirred for 16 hours. To the reaction solution were added water and a 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.5 g of 3-[3,5-dichloro-4-(2,2,2-trifluoro-1-methylethoxy)pyridin-2-yl]-1,2,4-oxadiazol-5-one (present compound (48)).
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-863a75b01e5a43f6ac6ad4459a7dae0a |
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| Source note | uspto-grants-2012_11 |
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