Reaktion #46226

Reaktionsgleichung

N-(6-chloro-5-methyl-pyridin-2-yl)-2,2-dimethyl-propionamide

NaHCO3

→

6-chloro-5-methyl-pyridin-2-ylamine

Ausbeute 36.0%

Lösungsmittel

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with CH2Cl2 (3×)
2. 2
   TrocknenThe organic phases were dried over Na2SO4
3. 3
   Sonstigeevaporated under vacuum

Vorschrift

To N-(6-chloro-5-methyl-pyridin-2-yl)-2,2-dimethyl-propionamide (4.00 g, 17.7 mmol) was added 6 N HCl (20 mL) at room temperature. The mixture was stirred at 80° C. for 12 hours. The reaction mixture was basified with drop-wise addition of sat. NaHCO3 to pH 8-9, and then the mixture was extracted with CH2Cl2 (3×). The organic phases were dried over Na2SO4 and evaporated under vacuum to obtain the 6-chloro-5-methyl-pyridin-2-ylamine (900 mg, 36%). 1H NMR (400 MHz, CDCl3) δ 7.28 (d, J=8.0 Hz, 1H), 6.35 (d, J=8.0 Hz, 1H), 4.39 (br s, 2H), 2.22 (s, 3H). MS (ESI) m/z: 143 (M+H+).

Quelle