반응 #9318

반응 방정식

((1-ethoxycyclopropyl)oxy)trimethylsilane

N-cyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine

sodium cyanoborohydride

sodium hydrogencarbonate

→

title compound

N-Cyclopropyl-N-cyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine

용매

methanol

acetic acid

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   온도the mixture was heated
3. 3
   온도to reflux for 6 hours
4. 4
   추출extraction
5. 5
   세척the organic layer was washed with brine
6. 6
   건조After drying the obtained organic layer over anhydrous magnesium sulfate
7. 7
   여과filtering it
8. 8
   농축the solvent was concentrated under reduced pressure
9. 9
   기타the residue was purified by silica gel column chromatography

실험 절차

After dissolving N-cyclopropylmethyl-N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]amine (100 mg) in methanol (10 mL), ((1-ethoxycyclopropyl)oxy)trimethylsilane (60 μL), acetic acid (298 μL) and sodium cyanoborohydride (171 mg) were added and the mixture was heated to reflux for 6 hours. After cooling the reaction mixture to room temperature, saturated aqueous sodium hydrogencarbonate was added, extraction was performed with ethyl acetate, and the organic layer was washed with brine. After drying the obtained organic layer over anhydrous magnesium sulfate and filtering it, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (74 mg) was obtained from the n-hexane:ethyl acetate (10:1) fraction as a yellow oil.

출처