HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 44137942, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Reactant | HCID 59161649 | HCID 59161649 | — |
| Solvent | Ethanol hydrochloride | HCID 21887872 | — |
| Product | HCID 44137942 | HCID 44137942 | 15.3% |
Reaction Steps
Preparation of the title compound was carried out using p-Tolylhydrazine hydrochloride (396 mg, 2.5 mmol), 2,2,2-trichloroethyl 2-bromoethylcarbamate (750 mg, 2.5 mmol), triethylamine (1 ml, 7.4 mmol) and N-methyl-4-piperidone hydrochloride (394 mg, 2.6 mmol) in ethanol-HCl (15 ml) to obtain 160 mg of 2,2,2-trichloroethyl 2-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)ethylcarbamate as TFA salt after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient followed by reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115137B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4c5eecea56074bd5a1c2aa51e8558b49 |
| Source note | uspto-grants-2015_08 |