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 2H 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 | US08026262B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-dafc8aa1bcd6404290e281d2414d1850 |
| Source note | uspto-grants-2011_09 |