HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethyl bromide → 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 2,2,2-Trichloroethyl 4-oxopiperidine-1-carboxylate | HCID 15252302 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate | HCID 57875901 | 21.5% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 8. p-Tolylhydrazine hydrochloride (10 g, 63 mmol), 2-phenyl ethyl bromide (11.6 g, 63 mmol), triethyl amine (19.4 g, 189 mmol) and 2,2,2-trichloroethyl 4-oxopiperidine-1-carboxylate (452 mg, 2 mmol) were taken in ethanol (10 ml) at 90° C. for 3 h to obtain 200 mg of 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034880B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a73acc6aa0f340a8876167edaf309535 |
| Source note | uspto-grants-2015_05 |