HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → Ethyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1) | HCID 71600 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetate | HCID 44159218 | 15.2% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 1 by using 4-chlorophenylhydrazine hydrochloride (5 g, 27.9 mmol), ethyl bromoacetate (4.6 g, 27.9 mmol), triethylamine (11.6 mL, 83.2 mmol) and N-methyl-4-piperidone hydrochloride (5.2 g, 34.9 mmol) in ethanol (50 ml) to obtain 1.3 g of ethyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetate after purification on neutral alumina chromatography eluting with dichloromethane-hexane gradient.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115137B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ab56054eeecb41dd9ae1bbb7a7e3a7a6 |
| Source note | uspto-grants-2015_08 |