Reacción #9295

Ecuación de reacción

Water

Sodium triacetoxyborohydride

[7-(2,4-dichlorophenyl)-2-ethylpyrazolo[1,5-a]pyridin-3-yl]amine

sodium sulfate

→

title compound

Rendimiento 109.8%

N-[7-(2,4-Dichlorophenyl)-2-ethylpyrazolo[1,5-a]pyridin-3-yl]-N-(3-hexyl)amine

Rendimiento 109.8%

Disolventes

ethyl acetate

acetic acid

3-hexanone

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwere added
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for 2 hours
4. 4
   Lavadothe extract was washed with saturated aqueous sodium hydrogencarbonate and brine
5. 5
   SecadoAfter drying the obtained organic layer over anhydrous magnesium sulfate
6. 6
   Filtraciónfiltering it
7. 7
   Concentraciónthe solvent was concentrated under reduced pressure
8. 8
   Otrothe residue was purified by silica gel column chromatography

Procedimiento

After dissolving [7-(2,4-dichlorophenyl)-2-ethylpyrazolo[1,5-a]pyridin-3-yl]amine (30 mg) in acetic acid (1 mL), 3-hexanone (0.024 mL) and sodium sulfate (139 mg) were added and the mixture was stirred at room temperature for 30 minutes. Sodium triacetoxyborohydride (41.5 mg) was then added, and stirring was continued for 2 hours. Water was added to the reaction mixture, extraction was performed with ethyl acetate and the extract was washed with saturated aqueous sodium hydrogencarbonate and 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 (21 mg) was obtained from the n-hexane:ethyl acetate (30:1) fraction as a yellow oil.

Fuente