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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913439Generated: October 25, 2026

2-Fluoro-5-(trifluoromethyl)benzoic acid → 1-({5-[2-Fluoro-5-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/913439

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-5-(trifluoromethyl)benzoic acidHCID 688292—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 178509476HCID 178509476—
Solvent1,2-DichloroethaneHCID 11—
Product1-({5-[2-Fluoro-5-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 2498398749.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Fluoro-5-(trifluoromethyl)benzoic acid (0.016 g, 0.075 mmol) and EDCl (0.015 g, 0.078 mmol) were stirred in DCE (2 mL) for 5 min at rt and then 2-[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (0.020 g, 0.071 mmol) was added. After 1 h at rt, the reaction was heated to 80° C. for 15 h. Direct purification (SiO2, EtOAc/hexanes) provided the title compound (0.016 g): MS (ESI): m/z 455 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026262B2
Source datasetuspto-grants-2011_09
ORD IDord-50de5242651f44b5ad18e95f101795b6
Source noteuspto-grants-2011_09