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HRID 1465409Erstellt: 25. Oktober 2026

2-Methyl-5-vinylpyridine → 9-(2-(2-Methyl-5-pyridyl)ethyl)-6-bromo-3-methyl-1,2,3,4-tetrahydro-gamma-carboline

https://huagongshe.com/reaction/1465409

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Methyl-5-vinylpyridineHCID 8817—
Edukt8-Bromo-2,3,4,5-tetrahydro-2-methyl-1H-pyrido(4,3-b)indoleHCID 199816—
KatalysatorTetrabutylammonium ChlorideHCID 70681—
LösungsmittelSodium HydroxideHCID 14798—
Produkt9-(2-(2-Methyl-5-pyridyl)ethyl)-6-bromo-3-methyl-1,2,3,4-tetrahydro-gamma-carbolineHCID 6164958,7%

Reaktionsschritte

Tetra butyl ammonium chloride (0.026 g, 0.094 mmol) was taken in 15 ml, 50% aq. NaOH solution (7 ml) and stirred for 15 minutes at RT. 8-bromo-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (0.500 gm, 1.89 mmole) was added and further stirred for 10 min. at RT. 2-methyl-5-vinylpyridine (0.247 gm, 2.08 mmole) was added and reaction mixture was heated at 100° C. for 12-15 hrs. The reaction mixture was cooled at RT, extracted with ethyl acetate, dried over anhydrous sodium sulphate, concentrated and purified by Reverse Phase HPLC to get 63 mg 8-bromo-2-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole as TFA Salt.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08999978B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-6ad226bb0b7c4a33a694f130e51d67b7
Quellennotizuspto-grants-2015_04