HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178436790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-(2,2,2-Trifluoro-1-methyl-ethyl)pyridine-2-carboxamide | HCID 86647339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178436790 | HCID 178436790 | — |
Reaction Steps
To 6 ml of tetrahydrofuran were added 0.78 g of 4-(2,2,2-trifluoro-1-methyl-ethyl)pyridine-2-carboxamide=oxime and 0.81 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. Thereafter, 0.76 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added at 0° C., and the mixture was stirred at room temperature for 7 hours. To the reaction solution were added water and 10% HCl, 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 0.7 g of 3-[4-(2,2,2-trifluoro-1-methyl-ethyl)pyridin-2-yl]-1,2,4-oxadiazol-5-one (present compound (66)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318776B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-0708f67e7b1f4216b76484f4778a8639 |
| Source note | uspto-grants-2012_11 |