HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-({5-[2-Chloro-5-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)benzoyl chloride | HCID 2778106 | — |
| Reactant | HCID 178509476 | HCID 178509476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-({5-[2-Chloro-5-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 24983991 | 74.8% |
Reaction Steps
2-Chloro-5-(trifluoromethyl)benzoyl chloride (0.017 g, 0.071 mmol), Et3N (0.008 g. 0.078 mmol) and 2-[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (0.020 g, 0.071 mmol) were combined in CH3CN (1.5 mL). After stirring at rt for 1 h, the mixture was heated to 150° C. in a microwave for 10 min. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.025 g): MS (ESI): m/z 469 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026262B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-98ff143395b2492f8d1fdbacea8124e3 |
| Source note | uspto-grants-2011_09 |