HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 3-(Diethylamino)-5-methoxy-1H-indole-2-carboxamide, monohydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Lithium amide | HCID 24532 | — |
| Edukt | ethyl 3-(diethylamino)-5-methoxy-1H-indole-2-carboxylate | HCID 13837937 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 3-(Diethylamino)-5-methoxy-1H-indole-2-carboxamide, monohydrochloride | HCID 131719022 | 36% |
Reaktionsschritte
Prepared from ethyl 3-(diethylamino)-5-methoxy-1H-indole-2-carboxylate (Unangst PC, et al., J. Heterocyclic Chem. 1987;24:817) and lithium amide by the procedure described in Example 18, with the exception that dilute acetic acid is substituted for 1.0N HCl during the wash of the ethyl acetate extracts. The crude product is purified by flash chromatography (silica gel, 30% ethyl acetate in dichloromethane elution) to give a foam. The foam is dissolved in ether and treated with gaseous HCl to provide the product salt in 36% yield after recrystallization from acetonitrile; mp 244° C.-dec.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05424329 |
| Quelldatensatz | uspto-grants-1995_06 |
| ORD ID | ord-37fa8988fca1478b905c4ec599fe19b5 |
| Quellennotiz | uspto-grants-1995_06 |