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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517821Generated: October 30, 2026

Ethyl bromoacetate → Ethyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetate

https://huagongshe.com/reaction/517821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantTriethylamineHCID 8471—
ReactantHydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 71600—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
SolventEthanolHCID 702—
ProductEthyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetateHCID 4415921815.2%

Reaction Steps

Preparation of the title compound was carried out according to General Method 1 by using 4-chlorophenylhydrazine hydrochloride (5 g, 27.9 mmol), ethyl bromoacetate (4.6 g, 27.9 mmol), triethylamine (11.6 mL, 83.2 mmol) and N-methyl-4-piperidone hydrochloride (5.2 g, 34.9 mmol) in ethanol (50 ml) to obtain 1.3 g of ethyl 2-(8-chloro-1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)acetate after purification on neutral alumina chromatography eluting with dichloromethane-hexane gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115137B2
Source datasetuspto-grants-2015_08
ORD IDord-ab56054eeecb41dd9ae1bbb7a7e3a7a6
Source noteuspto-grants-2015_08