반응 #165367

반응 방정식

trifluoroacetic acid

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

Sodium hydrogencarbonate

thioanisole

→

title compound

수율 74.3%

4-(5-(6-Amino-pyridin-3-yl)-isoxazol-3-ylmethyl)-phenol

수율 74.3%

용매

water

반응 조건

후처리

1. 1
   추출which was extracted with ethyl acetate
2. 2
   기타The organic layer was separated
3. 3
   세척washed with 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 silica gel column chromatography (ethyl acetate: methanol=10:1)

실험 절차

To a trifluoroacetic acid (5 mL) solution of 5-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine (270 mg, 0.755 mmol) described in Example 28 was added thioanisole (355 μL, 3.02 mmol) at 0° C., which was stirred for 1 hour and 20 minutes at room temperature. Sodium hydrogencarbonate and water were added to the reaction mixture at 0° C., which was extracted with ethyl acetate. The organic layer was separated, washed with 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 silica gel column chromatography (ethyl acetate: methanol=10:1) to obtain the title compound (150 mg, 74%).

출처