Reaktionsgleichung
[CH:1]([O:4][C:5]1[N:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]([F:35])([F:34])[F:33])[C:8]([C:16]([O:18]CC1C=CC=CC=1)=[O:17])=[C:9]([CH3:15])[NH:10]2)([CH3:3])[CH3:2].C.[H][H]>C(O)C.[Pd]>[CH:1]([O:4][C:5]1[N:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]([F:34])([F:35])[F:33])[C:8]([C:16]([OH:18])=[O:17])=[C:9]([CH3:15])[NH:10]2)([CH3:3])[CH3:2]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
Three g (6.2 mMol) benzyl (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylate are hydrogenated at normal pressure and at ambient temperature with the use of 1.5 g 10% palladium on active charcoal in 100 ml ethanol. The take up of hydrogen is finished after 30 minutes. The catalyst is filtered off, the solvent is distilled off in a vacuum and the colorless, crystalline residue is recrystallized from diisopropyl ether/ethyl acetate. There is obtained (±)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-naphthyridine-3-carboxylic acid in the form of colorless crystals with a melting point of 164°-166° C. (decomp.).
Aufarbeitung
- filtrationThe catalyst is filtered off
- distillationthe solvent is distilled off in a vacuum
- customthe colorless, crystalline residue is recrystallized from diisopropyl ether/ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-5efc75ca5ca1408cac2e15265fcb436f
- Quelldatensatz
- uspto-grants-1988_07
- Patentnummer
- US04760081
Verknüpfte Notizen
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