反応 #9324

反応方程式

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

収率 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

収率 70.0%

溶媒

ethyl acetate

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   洗浄the extract was washed with brine
3. 3
   乾燥After drying over anhydrous magnesium sulfate and filtration
4. 4
   濃縮the solvent was concentrated under reduced pressure
5. 5
   その他the residue was purified by silica gel column chromatography

実験手順

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.

出典