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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481405Generated: October 31, 2026

2-Vinylpyridine → HCID 59368249, compound

https://huagongshe.com/reaction/1481405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-VinylpyridineHCID 7521—
ReactantSodium HydroxideHCID 14798—
Reactant1,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indoleHCID 68560092—
SolventWaterHCID 962—
ProductHCID 59368249HCID 5936824935.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

The title compound was prepared by following general procedure 4. To a solution of 3,9-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole (150 mg, 0.7 mmol) in 50% aq. NaOH solution (7 mL) tetra n-butyl ammonium chloride (9 mg, 0.03 mmol) followed by 2-vinylpyridine (80 mg, 0.77 mmol) was added and the reaction mixture was heated at 80° C. for 14 h. After completion of reaction, the reaction mixture was diluted with water, extracted with ethyl acetate; the organic layer was dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by reverse phase chromatography to afford 80 mg of 3,9-dimethyl-6-(2-(pyridin-2-yl)ethyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole as the TFA salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409910B2
Source datasetuspto-grants-2016_08
ORD IDord-9fbf4206e5c047178144d62ced5684fb
Source noteuspto-grants-2016_08