Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 10389831 | HCID 10389831 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10095397 | HCID 10095397 | 71.5% |
Reaction Steps
7.5 g of 2-(4-methoxyphenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline (preparation see Example 7) were dissolved in 110 ml of acetic acid. 110 ml of 41% strength aqueous hydrobromic acid were added to the solution, and the reaction mixture was heated under reflux for 16 hours. To work up the reaction mixture it was cooled to room temperature, then diluted with 100 ml of water and neutralized by addition of 10% strength aqueous sodium hydroxide solution (pH=6). It was then extracted with dichloromethane, and the organic phase was separated, dried and concentrated. The oily residue which remained was crystallized from ethanol/ether. 5.2 g of 2-(4-hydroxyphenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline having a melting point of 220° C. were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05324725 |
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| Source dataset | uspto-grants-1994_06 |
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| ORD ID | ord-18b7262990714da6b4889c03bf4a3288 |
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| Source note | uspto-grants-1994_06 |
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