반응 #165023

반응 방정식

3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine

thioanisole

sodium hydrogen carbonate

→

title compound

수율 95.0%

4-(5-(2,6-Diamino-pyridine-3-yl)-isoxazol-3-ylmethyl)-phenol

수율 95.0%

용매

trifluoroacetic acid

반응 조건

후처리

1. 1
   추출which was then extracted with ethyl acetate
2. 2
   세척The organic layer was washed with water and saturated aqueous sodium chloride
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was evaporated under a reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (ethyl acetate)

실험 절차

To a solution of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine (100 mg, 0.27 mmol) described in Example 13 in trifluoroacetic acid (3 mL) was added thioanisole (126 μl) at room temperature, which was stirred for 2 hours at room temperature. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution at 0° C., which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to obtain the title compound (72.4 mg, 95%).

출처