Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butyl Glycolate | HCID 81882 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 19365524 | HCID 19365524 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19365501 | HCID 19365501 | 84% |
Reaction Steps
Then, 1.10 g of 3-(4-fluoro-5-nitrophenyl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 1-13) was dissolved in 4.0 ml of 1,4-dioxane, to which 0.812 g of potassium fluoride and 0.925 g of butyl glycolate, and the mixture was heated under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was left cooling to room temperature. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography, which afforded 1.25 g (yield, 83%) of 3-[4-(butoxycarbonylmethoxy)-5-nitrophenyl]-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (the present compound depicted below).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06015774 |
|---|
| Source dataset | uspto-grants-2000_01 |
|---|
| ORD ID | ord-78c7cfb9aaec4f7bb930551c4e9250c4 |
|---|
| Source note | uspto-grants-2000_01 |
|---|