HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188497Generated: October 27, 2026
Cesium carbonate → 4-Chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazole-5-carbonitrile
https://huagongshe.com/reaction/1188497
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole | HCID 2736622 | — |
| Reactant | 4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile | HCID 67404902 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazole-5-carbonitrile | HCID 67407087 | 12.6% |
Reaction Steps
4-Chloro-2-ethyl-1H-benzimidazole-5-carbonitrile (0.014 g, 0.068 mmol), Cs2CO3 (0.033 g, 0.102 mmol), and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole (0.027 g, 0.102 mmol) were combined in DMF (10 mL) and heated to 90° C. for 30 min. The cooled reaction mixture was partitioned between Et2O and water. The organic portion was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.0037 g): MS (ESI) m/z 432 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673948B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-aaf527ee139d48e988ab758e34fa53ac |
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| Source note | uspto-grants-2014_03 |
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