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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102001Generated: October 28, 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/2102001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazoleHCID 2736622—
Reactant5-bromo-4-chloro-2-ethyl-1H-benzimidazoleHCID 57800158—
SolventDimethylformamideHCID 6228—
Product5-Bromo-4-chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazoleHCID 57800244138%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572820B2
Source datasetuspto-grants-2009_08
ORD IDord-9136ae1eafe946f4858318a6d609d367
Source noteuspto-grants-2009_08