Reaktion #41298

Reaktionsgleichung

1-(6-methoxypyridin-3-yl)-2-nitro-propan-1-ol

hydrogen

→

subtitle compound 17b

Ausbeute 24.0%

(1R*,2S*)-2-amino-1-(6-methoxypyridin-3-yl)propan-1-ol 1-(6-methoxypyridin-3-yl)-2-nitro-propan-1-ol

Ausbeute 24.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas set to 0.8 mL/min, temperature 80° C.
2. 2
   SonstigeAfter evaporation of the solution diastereomers
3. 3
   Sonstigewere separated on preparative HPLC (XTerrra C18, 19×50 mm)

Vorschrift

1-(6-methoxypyridin-3-yl)-2-nitro-propan-1-ol (17c) (2.20 g, 10.37 mmol) was dissolved in methanol (410 mL) and hydrogenated using a H-Cube™ hydrogenation reactor (THALES nanotechnology) equipped with a cartridge of 10% Pd/C. The flow rate was set to 0.8 mL/min, temperature 80° C. and full the hydrogen production at full mode. After evaporation of the solution diastereomers were separated on preparative HPLC (XTerrra C18, 19×50 mm) using a gradient of 5-30% acetonitrile in water (+1% NH3) gave the subtitle compound 17b (448 mg, 24%).

Quelle