반응 #164974

반응 방정식

triethylamine

4-benzyloxy-phenyl-acetohydroximoyl chloride

tetrahydrofuran

3-Ethynyl-pyridin-2-ylamine

→

title compound

수율 30.5%

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

수율 30.5%

용매

water

반응 조건

후처리

1. 1
   추출which was then extracted with ethyl acetate-tetrahydrofuran (2:1)
2. 2
   세척The organic layer was washed with saturated aqueous sodium chloride
3. 3
   기타the solvent was evaporated under a reduced pressure
4. 4
   기타The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3)

실험 절차

To a mixture of 4-benzyloxy-phenyl-acetohydroximoyl chloride (1.2 g, 4.4 mmol) described in Manufacturing Example 1-1-3 and tetrahydrofuran (34 mL) were added 3-Ethynyl-pyridin-2-ylamine (260 mg, 2.2 mmol) described in Manufacturing Example 1-2-3 and triethylamine (3.0 mL, 22 mmol) at 0° C., which was stirred for 1 hour at room temperature. To the reaction mixture was added water at room temperature, which was then extracted with ethyl acetate-tetrahydrofuran (2:1). The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:3) to obtain the title compound (240 mg, 15%).

출처