Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetate | HCID 175 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 178517507 | HCID 178517507 | — |
| Product | HCID 59570371 | HCID 59570371 | — |
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, 0.14 g of chloromethyl=acetate was added, and the mixture was stirred for 2 hours, and at 60° C. for 3 hours. This mixture was allowed to cool to room temperature, and the reaction solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with ethyl acetate 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 0.13 g of 4-(acetoxy)methyl-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (Present compound (13)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08318776B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-f98b5def4b984c47a9f2dcd8b9c07dea |
|---|
| Source note | uspto-grants-2012_11 |
|---|