HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | Ethyl 4-chlorobutyrate | HCID 18474 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoate | HCID 44159096 | 11.2% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 1 by using p-Tolylhydrazine hydrochloride (600 mg, 3.7 mmol), ethyl-4-chlorobutyrate (0.54 ml, 3.7 mmol), triethylamine (1.5 ml, 11.3 mmol) and N-methyl-4-piperidone hydrochloride (0.563 g, 3.7 mmol) in ethanol (10 ml) to obtain 130 mg of ethyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoate after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient. The free base was converted into its oxalate salt by treatment of oxalic acid (1 equiv) in anhydrous THF.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115137B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-b17996800eb1421faf6af1e04bf13769 |
| Source note | uspto-grants-2015_08 |