반응 #164996

반응 방정식

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

trifluoroacetic acid

sodium hydrogencarbonate

thioanisole

→

title compound

수율 100.0%

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

수율 100.0%

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONwas added the reaction mixture
2. 2
   기타The organic layer was separated
3. 3
   세척washed with saturated aqueous sodium chloride
4. 4
   기타the solvent was evaporated under a reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1)

실험 절차

To a mixture of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine (32 mg, 0.090 mmol) described in Example 1 and trifluoroacetic acid (1 mL) was added thioanisole (45 mg, 0.36 mmol) at room temperature, which was stirred for 2 hours at the same temperature. To a mixture of saturated aqueous sodium hydrogencarbonate solution and ethyl acetate was added the reaction mixture. The organic layer was separated and washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1) to obtain the title compound (24 mg, 100%).

출처