Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloropyrazine | HCID 73277 | — |
| Reactant | (S)-1-(4-(4-chlorophenoxy)phenyl)-5-(3-(trifluoromethyl)phenyl)imidazolidin-2-one | HCID 59485924 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59485627 | HCID 59485627 | — |
Reaction Steps
To a solution of (S)-1-(4-(4-chlorophenoxy)phenyl)-5-(3-(trifluoromethyl)phenyl)imidazolidin-2-one (20.0 mg, 0.046 mmol) in DMF (0.5 mL) are added Cs2CO3 (30.1 mg, 0.092 mmol) and chloropyrazine (8.25 μL, 0.092 mmol). The reaction mixture is heated at 100° C. overnight, and additional Cs2CO3 (30.1 mg, 0.092 mmol) and chloropyrazine (8.25 μL, 0.092 mmol) are added. After heating at 100° C. for another 8 h, the reaction mixture is quenched with H2O (5 mL) and extracted with EtOAc (3×3 mL). The combined organic layer is evaporated under vacuo and purified by preparatory LC/MS to provide the title compound; HPLC-MS calculated for C26H18ClF3N4O2 (M+H+) 511.1, found 511.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431607B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-e80cf3ca287b41a78eaf513eba3a1f4b |
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| Source note | uspto-grants-2013_04 |
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