Hydrogen Bromide → 6-Bromo-4-methylpyridin-2-amine

Reaktionsgleichung

[BrH:1].O[C:3]([CH3:10])([CH2:7][C:8]#[N:9])[CH2:4][C:5]#[N:6].C(=O)([O-])O.[Na+]>>[Br:1][C:5]1[N:6]=[C:8]([NH2:9])[CH:7]=[C:3]([CH3:10])[CH:4]=1

Komponenten

Edukt 3

HCID 260Hydrogen Bromide

HCID 516892Sodium Bicarbonate

HCID 127207073-Hydroxy-3-methylpentanedinitrile

Produkt 1

HCID 221765076-Bromo-4-methylpyridin-2-amine

Versuchsvorschrift

Hydrogen bromide solution (33 wt. % in acetic acid) (17.8 ml, 98.92 mmol) was added dropwise to 3-hydroxy-3-methyl-pentanedinitrile (3.07 g, 24.73 mmol) with stirring. The reaction was stirred overnight at room temperature. Saturated aqueous sodium hydrogencarbonate was added until neutralised. The resulting white precipitate was collected by filtration, washed with water and dried under vacuum to give the desired product. Yield 2.55 g, 55%. LCMS MI: 186.89+188.91, RT: 3.16 min, Method: 2.