反应 #9324

反应方程式

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

收率 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

收率 70.0%

溶剂

ethyl acetate

tetrahydrofuran

反应条件

后处理

1. 1
   workup.ADDITIONwere added
2. 2
   洗涤the extract was washed with brine
3. 3
   干燥After drying over anhydrous magnesium sulfate and filtration
4. 4
   浓缩the solvent was concentrated under reduced pressure
5. 5
   其他the residue was purified by silica gel column chromatography

实验过程

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.

来源