Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509684Generated: October 25, 2026

Triethylamine → 5-(2-fluorophenethyl)-2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/509684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant2-Fluorophenethyl bromideHCID 2756964—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
SolventEthanolHCID 702—
Product5-(2-fluorophenethyl)-2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indoleHCID 578763913%

Reaction Steps

Preparation of the title compound was carried out according to General Method 8. p-Tolylhydrazine hydrochloride (500 mg, 3.1 mmol), 2-fluorophenyl ethyl bromide (639 mg, 3.1 mmol), triethyl amine (313 mg, 3.1 mmol) and N-methyl-4-piperidone hydrochloride (692 mg, 4.6 mmol) were combined in ethanol (2 ml) to obtain 30 mg of 5-(2-fluorophenethyl)-2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole after purification on neutral alumina using ethyl acetate-hexane gradient. The free base was converted into its oxalate salt by treatment of oxalic acid (1 equiv) in anhydrous THF.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096591B2
Source datasetuspto-grants-2015_08
ORD IDord-4b0c8906ae3f4b099f374f6bac9a0bcb
Source noteuspto-grants-2015_08