반응 #165366

반응 방정식

sodium hydrogencarbonate

trifluoroacetic acid

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

thioanisole

→

title compound

수율 98.0%

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

수율 98.0%

반응 조건

후처리

1. 1
   추출which was extracted with ethyl acetate
2. 2
   기타The organic layer was separated
3. 3
   세척washed with water and saturated aqueous sodium chloride
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과filtered
6. 6
   농축The filtrate was concentrated under a reduced pressure
7. 7
   기타the residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2˜ethyl acetate)

실험 절차

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%).

출처