HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-Cyclohexyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Benzyl-4-(2-chloroethyl)piperazine | HCID 4741634 | — |
| Reactant | 5-Cyclohexylindoline-2,3-dione | HCID 12511930 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Cyclohexyl-1-[2-[4-(phenylmethyl)-1-piperazinyl]ethyl]-1H-indole-2,3-dione | HCID 9910627 | 65% |
Reaction Steps
5-Cyclohexyl-1H-indole-2,3-dione (3.45 g) in dry DMF at 0° C. was treated with sodium hydride (80% dispersion in mineral oil, 550 mg). The mixture was allowed to warm to room temperature and 1-(2-chloroethyl)-4-(phenylmethyl) piperazine (3.9 g) in dry DMF (25 ml) was added. The reaction mixture was then heated in an oil bath at 70° C. for 2 hours. The mixture was evaporated under reduced pressure and the residue passed through a pad of silica gel to yield the title compound as a red oil (4.2 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05585378 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-0e0390f1e83f4def897318b0a949dba0 |
| Source note | uspto-grants-1996_12 |