Reaktion #165366

Reaktionsgleichung

sodium hydrogencarbonate

trifluoroacetic acid

3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-5-fluoro-pyridin-2-ylamine

thioanisole

→

title compound

Ausbeute 98.0%

4-(5-(2-Amino-5-fluoro-pyridin-3-yl)-isoxazol-3-ylmethyl)-phenol

Ausbeute 98.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwhich was extracted with ethyl acetate
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with water and saturated aqueous sodium chloride
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   EinengenThe filtrate was concentrated under a reduced pressure
7. 7
   Sonstigethe residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2˜ethyl acetate)

Vorschrift

To a trifluoroacetic acid (5 mL) solution of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-5-fluoro-pyridin-2-ylamine (180 mg, 0.48 mmol) described in Example 173 was added thioanisole (225 μL, 1.92 mmol), which was stirred for 6 hours at room temperature. A saturated sodium hydrogencarbonate aqueous solution was added to this reaction solution at 0° C., which was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2˜ethyl acetate) to obtain the title compound (134.0 mg, 98%).

Quelle