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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517853Generated: October 30, 2026

Propargyl bromide → HCID 86634535, compound

https://huagongshe.com/reaction/517853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
SolventEthanolHCID 702—
ProductHCID 86634535HCID 8663453516%

Reaction Steps

p-Tolylhydrazine hydrochloride (600 mg, 3.7 mmol), propargyl bromide (80 wt % solution in toluene, 0.34 ml, 3.7 mmol), triethylamine (1.5 ml, 11.3 mmol) and N-methyl-4-piperidone hydrochloride (316 mg, 2.1 mmol) were taken in ethanol (15 ml) to obtain 80 mg of 2, 3,4,5-tetrahydro-2,8-dimethyl-5-(prop-2-ynyl)-1H-pyrido[4,3-b]indole after purification on silica gel (230-400 mesh) chromatography, eluting with methanol-dichloromethane gradient. 1H NMR (CDCl3) 7.30-7.25 (d, 1H), 7.20 (s, 1H), 7.00-6.90 (d, 1H), 4.80 (s, 2H), 3.70 (s, 2H), 2.95 (m, 4H), 2.60 (s, 3H), 2.40 (s, 3H), 2.10-2.00 (t, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115137B2
Source datasetuspto-grants-2015_08
ORD IDord-39ac2497599b4b288ff3131aee9669a1
Source noteuspto-grants-2015_08