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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517823Generated: October 30, 2026

Triethylamine → HCID 57875896, compound

https://huagongshe.com/reaction/517823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBromoacetonitrileHCID 11534—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
SolventEthanolHCID 702—
ProductHCID 57875896HCID 5787589644.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115137B2
Source datasetuspto-grants-2015_08
ORD IDord-8215bd803c7b4f96b19715e77b996e72
Source noteuspto-grants-2015_08