반응 #165088

반응 방정식

triethylamine

(4-(5-methyl-furan-2-ylmethyl)-phenyl)-acetohydroximoyl chloride

tetrahydrofuran

3-ethynyl-pyridin-2-ylamine

→

title compound

수율 43.4%

3-(3-(4-(5-Methyl-furan-2-ylmethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine

수율 43.4%

용매

water

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   세척The organic layer was washed with saturated aqueous sodium chloride
4. 4
   농축was concentrated under a reduced pressure
5. 5
   기타The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:3)

실험 절차

To a mixture of (4-(5-methyl-furan-2-ylmethyl)-phenyl)-acetohydroximoyl chloride (11 mg, 0.043 mmol) described in Manufacturing Example 46-1-6 and tetrahydrofuran (1 mL) were added 3-ethynyl-pyridin-2-ylamine (4.0 mg, 0.034 mmol) described in Manufacturing Example 1-2-3 and triethylamine (9.4 μL, 0.068 mmol) at room temperature, which was stirred for 3 hours at 45° C. The reaction mixture was cooled to room temperature, water was added at the same temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:3) to obtain the title compound (5.1 mg, 41%).

출처