HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2-Methoxyphenyl)piperazine → 2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2-Methoxyphenyl)piperazine | HCID 1346 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one | HCID 10590894 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one | HCID 9845006 | 94.4% |
Reaction Steps
2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one (220 mg, 0.72 mmol), 4-(2-methoxyphenyl)piperazine (150 mg, 0.79 mmol) and potassium carbonate (150 mg, 1.1 mmol) were stirred in anhydrous N,N-dimethylformamide (5 ml) at 50° C. for 4 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was mixed with ethyl acetate and water. The reaction product was extracted with ethyl acetate, washed with saturated brine and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was separated and purified by a silica gel column chromatography to obtain 280 mg of the title compound (0.68 mmol, 94% in yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355642B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-05400052ced047f8a15bff83e575e081 |
| Source note | uspto-grants-2002_03 |