반응 #9324

반응 방정식

sodium hydrogencarbonate

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

tetrahydro-2H-4-pyrancarbaldehyde

sodium triacetoxyborohydride

→

title compound

수율 70.0%

N-Cyclopropylmethyl-N-[2-methoxy-7-(2-methoxy-4,6-dimethylphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-tetrahydro-2H-4-pyranylmethylamine

수율 70.0%

용매

ethyl acetate

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   세척the extract was washed with brine
3. 3
   건조After drying over anhydrous magnesium sulfate and filtration
4. 4
   농축the solvent was concentrated under reduced pressure
5. 5
   기타the residue was purified by silica gel column chromatography

실험 절차

After dissolving N-cyclopropylmethyl-N-[2-methoxy-7-(2-methoxy-4,6-dimethylphenyl)pyrazolo[1,5-a]pyridin-3-yl]amine (134 mg) in tetrahydrofuran (10 mL), tetrahydro-2H-4-pyrancarbaldehyde (131 mg) and sodium triacetoxyborohydride (243 mg) were added, and the mixture was stirred at room temperature for 1 hour. Saturated aqueous sodium hydrogencarbonate was added to the obtained reaction mixture, extraction was performed with ethyl acetate, and the extract was washed with brine. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (120 mg) was obtained from the n-hexane:ethyl acetate (4:1) fraction as a yellow amorphous.

출처