HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [3-Chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | (2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone | HCID 59812791 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [3-Chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone | HCID 59812803 | 88.4% |
Reaction Steps
To a dimethylformamide, i.e., DMF, (25 mL) solution of (2-chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone (2.1 g, 7.3 mmol, 1.0 eq) under nitrogen was added 2,4-difluorophenol (0.7 mL, 7.3 mmol, 1.0 eq) and potassium carbonate (1.21 g, 8.76 mmol, 1.2 eq). The resulting mixture was stirred overnight at room temperature and then concentrated. The residue was dissolved in dichloromethane and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give a crude oil which was purified via a chromatography using dichloromethane/hexanes (1:1) as the eluent to give [3-chloro-5-(2,4-difluorophenoxyl)pyrazin-2-yl]-(2-chlorophenyl)methanone (2.46 g, 6.45 mmol, 88% yield). Mass spec., M+1=382.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452880B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-25142dff637041e48a2dc0fe95e49476 |
| Source note | uspto-grants-2008_11 |