Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,3-Dichloro-5-(difluoromethoxy)pyridine | HCID 14556197 | — |
| Reactant | HCID 19789824 | HCID 19789824 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19789830 | HCID 19789830 | — |
Reaction Steps
To a solution of 0.5 g (2.5 m mol) of 5-methyl-4-pentafluoroethylimidazole in 5 ml of N,N-dimethyl formamide is added slowly 100 mg (2.5 m mol) of an oily sodium hydride (60%) while cooling with ice, followed by stirring at the same temperature for 20 minutes. After the reaction is completed, to the reaction mixture is added dropwise 0.50 g (2.5 m mol) of 2,3-dichloro-5-difluoromethoxypyridine, followed by stirring at room temperature for 9 hours. After the reaction is completed, the reaction mixture is poured into water, and extracted with ethyl acetate. Further, then the residue is washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained product is subjected to silica gel chromatography to give 1-(3-chloro-5-difluoromethoxypyridin-2-yl)-5-methyl-4-pentafluoroethylimidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05252590 |
|---|
| Source dataset | uspto-grants-1993_10 |
|---|
| ORD ID | ord-0251b35a8ea848cc8fe7972d9b58819f |
|---|
| Source note | uspto-grants-1993_10 |
|---|