HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86667188, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Reactant | 2-(difluoromethyl)-1H-1,3-benzodiazole | HCID 597703 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86667188 | HCID 86667188 | 72.4% |
Reaction Steps
To a solution of 4,6-dichloro-2-(methylsulfanyl)pyrimidine (5 g) in N,N-dimethylformamide (50 mL) were added potassium carbonate (5.3 g) and 2-(difluoromethyl)-1H-benzimidazole (3.9 g), and the mixture was stirred at room temperature for 5 hours. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and then the residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain 1-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]-2-(difluoromethyl)-1H-benzimidazole (5.49 g) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912180B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-d8ae07a44d2c4f688fd5321a21c0858a |
| Source note | uspto-grants-2014_12 |