Triethylamine → 3-Bromo-6-methylpyridine-2-carbonitrile

HRID 61002

Reaktionsgleichung

Reaktionsgleichung von HRID 61002
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[N+:6]([O-])[CH:7]=1.C[Si]([C:14]#[N:15])(C)C.C(N(CC)CC)C>C(#N)C>[Br:1][C:2]1[C:7]([C:14]#[N:15])=[N:6][C:5]([CH3:9])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 82115Trimethylsilyl cyanideHCID 8171645-Bromo-2-methylpyridin-1-ium-1-olate

Produkt 1

HCID 219527473-Bromo-6-methylpyridine-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To the solution of 5-bromo-2-methylpyridine 1-oxide (8.935 g, 47.52 mmol) in acetonitrile (240 mL) was added trimethylsilyl cyanide (TMSCN) (25 mL, 190 mmol) and triethylamine (20 mL, 142.56 mmol). The reaction was heated at 100° C. for 16 h. The mixture was cooled to rt and concentrated in vacuo. The crude was purified by silica gel chromatography using 0-50% EtOAc in hexane to obtain the title compound.

Aufarbeitung

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated in vacuo
  3. customThe crude was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-035056e9ff4d4d83af49545bd64726c4
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440982B2

Verknüpfte Notizen

Wird geladen…