Diisopropylethylamine → 3-(2-(1H-1,2,3-Triazol-1-yl)ethyl)-5-fluoro-1H-indole

HRID 1095514Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1095514
Br[CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:13])[CH:11]=2)[NH:6][CH:5]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[N:15]1.C(N(C(C)C)C(C)C)C>C(Cl)(Cl)Cl>[N:14]1([CH2:2][CH2:3][C:4]2[C:12]3[C:7](=[CH:8][CH:9]=[C:10]([F:13])[CH:11]=3)[NH:6][CH:5]=2)[CH:18]=[CH:17][N:16]=[N:15]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 112072263-(2-bromoethyl)-5-fluoro-1H-indoleHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 574751383-(2-(1H-1,2,3-Triazol-1-yl)ethyl)-5-fluoro-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solution of 3-(2-bromo-ethyl)-5-fluoro-1H-indole (7.26 g, 30 mmol), 1,2,3-triazole (2.07 g, 30 mmol) and ethyl-diisopropylamine (5.1 ml, 30 mmol) in abs. chloroform (70 ml) was boiled under reflux for 24 h. The reaction solution was then washed twice with water, dried over Na2SO4 and concentrated i. vac. and the residue which remained was purified by flash chromatography with EA/cyclohexane (1:1→4:1).).

Aufarbeitung

  1. temperatureunder reflux for 24 h
  2. washThe reaction solution was then washed twice with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated i
  5. customand the residue which remained was purified by flash chromatography with EA/cyclohexane (1:1→4:1)

Quellen und Nachweise

ORD-Eintrag
ord-7e91131777cc46caab60710ed4e1658c
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138187B2

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