HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Methylphenylhydrazine monohydrochloride → ethyl 8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Edukt | Ethyl 4-oxo-1-piperidinecarboxylate | HCID 34767 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | ethyl 8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate | HCID 2937007 | 86% |
Reaktionsschritte
Following a literature procedure (Harbert et al., J. Med. Chem. 1980, 23, 635-643) p-tolylhydrazine hydrochloride (0.500 g, 3.15 mmol) and 1-carbethoxy-4-piperidone (0.18 mL, 1.17 mmol) were suspended in EtOH (0.880 mL) and heated to reflux for 2 hours. The reaction mixture was removed from heat and allowed to stand overnight at ambient temperature. The resulting mixture was filtered and washed with 50% aqueous EtOH to afford the desired product as a beige powder (259 mg, 86%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09446022B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-eeda6d7f8cf34dcd8cb745bacce6b560 |
| Quellennotiz | uspto-grants-2016_09 |