HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 4-Chloro-3-(3-{[5-cyano-2-propyl-4-(trifluoromethyl)-1h-indol-1-yl]methyl}-1,2,4-oxadiazol-5-yl)-n,n-dimethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 4-Chloro-3-(3-{[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]methyl}-1,2,4-oxadiazol-5-yl)benzoyl chloride | HCID 57800084 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-3-(3-{[5-cyano-2-propyl-4-(trifluoromethyl)-1h-indol-1-yl]methyl}-1,2,4-oxadiazol-5-yl)-n,n-dimethylbenzamide | HCID 57800366 | 66% |
Reaction Steps
A round bottom flask was mixed with 4-chloro-3-(3-{[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]methyl}-1,2,4-oxadiazol-5-yl)benzoyl chloride (Example 295B) (0.037 g, 0.07 mmol) and Me2NH (2.0 mL), and THF (5.0 mL). The mixture was stirred at rt for 2 h and concentrated to dryness. The resulting solid was crystallized with Et2O, filtered in vacuo and dried under high vacuum to afford a pure solid (0.025 g, 66% yield): MS (ES) m/z 515 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572820B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-6f77a5e5ed404dea82ca0bce61c52297 |
| Source note | uspto-grants-2009_08 |