Reaktion #435033

Reaktionsgleichung

7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

ethanol

water

→

title compound

Ausbeute 74.6%

7-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-2-ethylpyrazolo[1,5-a]pyridine-3-amine

Ausbeute 74.6%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated
2. 2
   FiltrationThe reaction mixture was filtered through celite
3. 3
   Sonstigeto remove insoluble residue, water
4. 4
   workup.ADDITIONwas added to the filtrate and extraction
5. 5
   ExtraktionThe obtained organic extract
6. 6
   Waschenwas washed with brine, saturated aqueous sodium bicarbonate
7. 7
   Trocknenbrine and dried over anhydrous magnesium sulfate
8. 8
   Filtrationfiltered
9. 9
   Sonstigeafter which the solvent was evaporated under reduced pressure
10. 10
    SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

A suspension of 7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (0.7 g) in a mixed solvent of ethanol (35 mL), water (18 mL) and acetic acid (3.5 mL) was added zinc powder (0.7 g) at room temperature, and the reaction mixture was heated and stirred for 30 minutes at 60° C. The reaction mixture was filtered through celite to remove insoluble residue, water was added to the filtrate and extraction was performed with ethyl acetate. The obtained organic extract was washed with brine, saturated aqueous sodium bicarbonate and then brine and dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography and the title compound (0.48 g) was obtained as a yellow oil from the n-hexane:ethyl acetate (4:1) fraction.

Quelle