benzyl 1-(6-(trifluoromethyl)pyridin-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate → 1-(6-(Trifluoromethyl)pyridin-3-yl)-1,2,3,4-tetrahydroisoquinoline
Reaktionsgleichung
[F:1][C:2]([F:30])([F:29])[C:3]1[N:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11][N:10]2C(OCC2C=CC=CC=2)=O)=[CH:5][CH:4]=1>CO.[Pd]>[F:30][C:2]([F:1])([F:29])[C:3]1[N:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11][NH:10]2)=[CH:5][CH:4]=1Komponenten
4
Versuchsvorschrift
To a solution of benzyl 1-(6-(trifluoromethyl)pyridin-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (90 mg, 218 μmol) in MeOH (3 mL) at RT under N2 was added 10% palladium on carbon (46 mg, 44 μmol) and suspension was sparged with H2 15 min. The reaction was stirred under H2 at RT 3.5 h. The reaction was filtered through a pad of Celite® (2×5 mL EtOAc wash) and concentrated to give 1-(6-(trifluoromethyl)pyridin-3-yl)-1,2,3,4-tetrahydroisoquinoline which was carried on to the next step without purification.