HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178429062, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 6-Methyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide | HCID 86647333 | — |
| Product | HCID 178429062 | HCID 178429062 | — |
Reaction Steps
To 5 ml of tetrahydrofuran were added 0.66 g of 6-methyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide=oxime and 0.56 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. Thereafter, 0.52 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added at 10° C., and the mixture was stirred for 8 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 0.69 g of 3-[6-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]-1,2,4-oxadiazol-5-one (present compound (29)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318776B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-1fde040cc6734479ac838e87619a677d |
| Source note | uspto-grants-2012_11 |