Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481403Generated: November 1, 2026

4-Vinylpyridine → HCID 59368184, compound

https://huagongshe.com/reaction/1481403

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-VinylpyridineHCID 7502—
ReactantSodium HydroxideHCID 14798—
Reactant1,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indoleHCID 68560092—
CatalystTetrabutylammonium ChlorideHCID 70681—
ProductHCID 59368184HCID 5936818468.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

The title compound was prepared by following general procedure 4. 3,9-Dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole (100 mg, 0.46 mmol), tetra n-butyl ammonium chloride (6 mg, 0.023 mmol), 4-vinylpyridine (58 mg, 0.55 mmol) were taken into 50% NaOH (3 mL). The reaction mixture was heated overnight at 110° C. The reaction mixture was extracted with ethyl acetate and organic layer was dried over Na2SO4, and concentrated under reduced pressure to obtain 100 mg of 3,9-dimethyl-6-(2-(pyridin-4-yl)ethyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole as the TFA salt after purification 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 numberUS09409910B2
Source datasetuspto-grants-2016_08
ORD IDord-504161f12e95442cac221a785e86d1fa
Source noteuspto-grants-2016_08