5'-nitro-4-(3-triflouromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl → 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-ylamine
Reaktionsgleichung
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=3)[CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[F:25][C:22]([F:23])([F:24])[C:18]1[CH:17]=[C:16]([CH:13]2[CH2:12][CH2:11][N:10]([C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][N:8]=3)[CH2:15][CH2:14]2)[CH:21]=[CH:20][CH:19]=1Komponenten
4
Versuchsvorschrift
To a solution of 5′-nitro-4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl (500 mg, 1.42 mmol) from above in ethanol (15 mL) was added 10% palladium on carbon (100 mg). The mixture was hydrogenated at 50 psi for 2 hr. The mixture was filtered over celite and the solvents were evaporated to give 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-ylamine that was used in the next step with further purification. LCMS calcd for C17H18F3N3 (m/e) 321, obsd 322 (M+H).