Reaktion #87346

Reaktionsgleichung

hydrochloric acid

4-(1-ethoxy-vinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)-pyrimidin-2-amine

sodium bicarbonate

→

title compound

1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidin-4-yl)ethanone

Lösungsmittel

Brine

dioxane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe water phase was extracted with ethyl acetate (2×10 mL)
2. 2
   TrocknenThe organic phase was dried over sodium sulfate
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe residue was purified on silica gel column

Vorschrift

Concentrated hydrochloric acid (0.202 mL, 2.39 mmol) was added to a solution of 4-(1-ethoxy-vinyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)-pyrimidin-2-amine (0.38 g, 0.80 mmol) in dioxane (30 mL) and water (3 mL). The solution was heated at 40° C. for 0.5 h, cooled and neutralised with sodium bicarbonate (1 g). Brine was added (5 mL) and the water phase was extracted with ethyl acetate (2×10 mL). The organic phase was dried over sodium sulfate and concentrated. The residue was purified on silica gel column using a gradient 0-4% methanol in dichloromethane as eluent to give the title compound, 330 mg (92%).

Quelle