N-(1-adamantyl)-3-(3-nitro-4-aminophenyl)propionamide → HCID 19038182, Verbindung
Reaktionsgleichung
[C:1]12([NH:11][C:12](=[O:25])[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([N+:22]([O-])=O)[CH:16]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>CO.[Pd]>[C:1]12([NH:11][C:12](=[O:25])[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([NH2:22])[CH:16]=3)[CH2:2][CH:3]3[CH2:4][CH:5]([CH2:6][CH:7]([CH2:9]3)[CH2:8]1)[CH2:10]2Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
500 mg of N-(1-adamantyl)-3-(3-nitro-4-aminophenyl)propionamide (prepared as described in Example 21) was dissolved in 20 ml of methanol. 200 mg of 10% w/w palladium-on-carbon was added to the solution, which was then catalytically reduced whilst bubbling hydrogen through it, under atmospheric pressure for 120 minutes. The catalyst was then removed by filtration, and the methanol was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using 19:1 ethyl acetate:methanol as the eluent, to afford 0.21 g of the title compound as crystals, melting at 151°-152° C.