HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913568Generated: October 26, 2026
Cesium carbonate → 5-Bromo-4-chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazole
https://huagongshe.com/reaction/913568
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole | HCID 2736622 | — |
| Reactant | 5-bromo-4-chloro-2-ethyl-1H-benzimidazole | HCID 57800158 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-4-chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazole | HCID 57800244 | 138% |
Reaction Steps
5-Bromo-4-chloro-2-ethyl-1H-benzimidazole (0.100 g, 0.385 mmol), Cs2CO3 (0.188 g, 0.578 mmol), and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole (0.152 g, 0.578 mmol) were combined in DMF (10 mL) and heated to 90° C. for 30 min. The reaction mixture was partitioned between Et2O and water. The combined organic portions were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) provided the title compound 0.258 g: MS (ESI) m/z 487 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026262B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-620e41e7cc9d4d12958ce37cd103320a |
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| Source note | uspto-grants-2011_09 |
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