HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methyl-5-vinylpyridine → 9-(2-(2-Methyl-5-pyridyl)ethyl)-6-bromo-3-methyl-1,2,3,4-tetrahydro-gamma-carboline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methyl-5-vinylpyridine | HCID 8817 | — |
| Edukt | 8-Bromo-2,3,4,5-tetrahydro-2-methyl-1H-pyrido(4,3-b)indole | HCID 199816 | — |
| Katalysator | Tetrabutylammonium Chloride | HCID 70681 | — |
| Lösungsmittel | Sodium Hydroxide | HCID 14798 | — |
| Produkt | 9-(2-(2-Methyl-5-pyridyl)ethyl)-6-bromo-3-methyl-1,2,3,4-tetrahydro-gamma-carboline | HCID 616495 | 8,7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08999978B2 |
| Quelldatensatz | uspto-grants-2015_04 |
| ORD ID | ord-6ad226bb0b7c4a33a694f130e51d67b7 |
| Quellennotiz | uspto-grants-2015_04 |