Reaktion #156115

Reaktionsgleichung

hydrochloric acid

methyl cyclopentylacetate

sodium hydride

5-amino-1-(2,3-dimethylphenyl)-1H-pyrazole-4-carboxamide

sodium chloride

→

product

6-Cyclopentylmethyl-1-(2,3-dimethylphenyl)-1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is heated
2. 2
   Temperaturto reflux overnight
3. 3
   Sonstigethe product precipitated
4. 4
   Filtrationthereby is filtered off
5. 5
   Waschenwashed several times with water and diethyl ether
6. 6
   SonstigeDrying under high vacuum

Vorschrift

0.1 g (0.43 mmol) of 5-amino-1-(2,3-dimethylphenyl)-1H-pyrazole-4-carboxamide (Example 16A) is dissolved under argon in 6 ml of absolute ethanol and 0.24 g (1.7 mmol) of methyl cyclopentylacetate and 0.17 g (4.34 mmol) of 60% sodium hydride (suspension in mineral oil) are added. The reaction mixture is heated to reflux overnight. Cooling to room temperature is followed by acidification with concentrated hydrochloric acid. The mixture of sodium chloride and the product precipitated thereby is filtered off and washed several times with water and diethyl ether. Drying under high vacuum results in 69 mg (49% of theory) of the product as colourless solid.

Quelle