HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57875896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 1-Methylpiperidin-4-one hydrochloride | HCID 12210057 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57875896 | HCID 57875896 | 44.2% |
Reaction Steps
Preparation of the title compound was carried out according to General Method 8 by using p-tolylhydrazine hydrochloride (10 g, 63 mmol), bromo acetonitrile (7.56 ml, 63 mmol), triethylamine (19.1 g, 189 mmol) and N-methyl-4-piperidone hydrochloride (2.54 g, 17 mmol) in ethanol (30 ml) to obtain 1.8 g of 2-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)acetonitrile after purification on neutral alumina chromatography eluting with methanol-dichloromethane gradient. The TFA salt of this material was obtained 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-8215bd803c7b4f96b19715e77b996e72 |
| Source note | uspto-grants-2015_08 |