HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 2,2,2-Trichloroethyl 4-oxopiperidine-1-carboxylate | HCID 15252302 | — |
| Reactant | 5-(2-Bromoethyl)-2-methylpyridine | HCID 53305856 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylate | HCID 57875945 | 10.4% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 8. p-Tolylhydrazine hydrochloride (5 g, 31.5 mmol), 5-(2-bromoethyl)-2-methylpyridine (6.3 g, 31.5 mmol), triethyl amine (13 ml, 94.5 mmol) and 2,2,2-trichloroethyl 4-oxopiperidine-1-carboxylate (563 mg, 2 mmol) were taken in ethanol (15 ml) to obtain 100 mg of 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylate after purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ad32b0c18c60497a89c40311bd7f5845 |
| Source note | uspto-grants-2015_08 |