Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Boron tribromide | HCID 25134 | — |
| Edukt | Ibogaine hydrochloride | HCID 197059 | — |
| Edukt | 10-Methoxyibogamine | HCID 442108 | — |
| Edukt | Noribogaine hydrobromide | HCID 86685292 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Noribogaine hydrochloride | HCID 321672 | — |
| Produkt | Noribogaine hydrobromide | HCID 86685292 | — |
Reaktionsschritte
Alternatively, noribogaine hydrochloride was prepared from ibogaine hydrochloride by first converting it to a free base, ibogaine, by treating with methanol followed by treatment with a base such as potassium carbonate in a solvent such as methylene chloride. Ibogaine was then converted to noribogaine hydrobromide by treating with boron tribromide or other conventional demethylating agent in a solvent such as methylene chloride followed by quenching with methanol to give noribogaine hydrobromide. Noribogaine hydrobromide was then converted to the free base by treating with a base such as potassium carbonate in a solvent such as methylene chloride, followed by purification over silica, and then by conversion to the hydrochloride salt using HCl in a solvent such as isopropanol as shown in Scheme 3 below.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09358237B2 |
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| Quelldatensatz | uspto-grants-2016_06 |
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| ORD ID | ord-e314df6f58e9418280ca5406a7168fb6 |
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| Quellennotiz | uspto-grants-2016_06 |
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