반응 #164985

반응 방정식

3-ethynyl-pyridin-2-ylamine

(4-(6-methyl-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride

Triethylamine

→

title compound

수율 11.3%

3-(3-(4-(6-Methyl-pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine

수율 11.3%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타described in Manufacturing Example 3-1-5 at room temperature
2. 2
   기타The reaction mixture was partitioned into water and ethyl acetate
3. 3
   세척The organic layer was washed with water and saturated aqueous sodium chloride
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   기타the solvent was evaporated under a reduced pressure
6. 6
   기타The residue was purified by NH silica gel column chromatography (ethyl acetate

실험 절차

To a solution of 3-ethynyl-pyridin-2-ylamine (30 mg, 0.25 mmol) described in Manufacturing Example 1-2-3 in anhydrous tetrahydrofuran (5 mL) was added (4-(6-methyl-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride (222 mg, 0.76 mmol) described in Manufacturing Example 3-1-5 at room temperature. Triethylamine (142 μL, 1.0 mmol) was added dropwise to the reaction solution, and stirred overnight at room temperature. The reaction mixture was partitioned into water and 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 NH silica gel column chromatography (ethyl acetate:heptane=1:3 then 1:1) to obtain the title compound (10.5 mg, 11%).

출처