Réaction #8170

Équation de réaction

ammonium formate

1-(4-nitrophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester

→

product

1-(4-aminophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was removed under vacuum
2. 2
   Lavagewashed with water (twice) and saturated sodium bicarbonate (once), and the organic layer
3. 3
   Séchagedried over magnesium sulfate (MgSO4)
4. 4
   FiltrationThe solid was filtered
5. 5
   Autrethe solvents removed under vacuum
6. 6
   AutreThe reaction product was purified over silica gel

Mode opératoire

To 1-(4-nitrophenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (0.5 g, 1.5 mmol) dissolved in methanol (4 mL) was added palladium on carbon and ammonium formate (0.428 g, 6.8 mmol). This mixture was stirred at room temperature overnight. The solvent was removed under vacuum, then the material was resuspended in chloroform, and washed with water (twice) and saturated sodium bicarbonate (once), and the organic layer dried over magnesium sulfate (MgSO4). The solid was filtered and the solvents removed under vacuum. The reaction product was purified over silica gel to yield the named product (m.p. 102° C.–103° C.).

Source