8-methyl-7-[1-(1-trityl-1H-imidazol-4-yl)vinyl]quinoline → HCID 178423884, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[C:3]([C:12]([C:14]2[N:15]=[CH:16][N:17](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:18]=2)=[CH2:13])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2>C(O)(C(F)(F)F)=O.[Pd]>[NH:17]1[CH:18]=[C:14]([CH:12]([C:3]2[C:2]([CH3:1])=[C:11]3[C:6]([CH:7]=[CH:8][CH:9]=[N:10]3)=[CH:5][CH:4]=2)[CH3:13])[N:15]=[CH:16]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A solution of 8-methyl-7-[1-(1-trityl-1H-imidazol-4-yl)vinyl]quinoline (Intermediate M5) (2.14 g, 4.49 mmol) in TFA (˜40 mL) was reduced by action of 10% Pd/C (0.51 g) under H2 (45-50 psi) for 16 h at rt. The mixture was filtered through celite and the solvent was removed under vacuum. The residue was purified by chromatography on silica gel with 2-4% NH3-MeOH:CH2Cl2 to give 7-[1-(1H-imidazol-4-yl)ethyl]-8-methylquinoline (Intermediate M6) 834 mg, (79%).