HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57876091, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Reactant | 1-(2-Bromoethyl)pyrrolidine--hydrogen bromide (1/1) | HCID 20137485 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57876091 | HCID 57876091 | 4.8% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 8. 4-Methylphenylhydrazine hydrochloride (2 g, 12.6 mmol), 1-(2-bromoethyl)pyrrolidine hydrobromide (8.1 g, 31.5 mmol), triethyl amine (17.5 ml, 126 mmol) and N-methyl-4-piperidone hydrochloride (1.87 g, 12.6 mmol) were combined in ethanol (15 ml) to obtain 180 mg of 2,3,4,5-tetrahydro-2,8-dimethyl-5-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrido[4,3-b]indole after on purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient. The free base was converted into its dioxalate salt by treatment of oxalic acid (2 equiv.) in anhydrous THF.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034880B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-2015b6683e7d44e88d772cd873f97e55 |
| Source note | uspto-grants-2015_05 |