1-[2-Ethyl-5-(ethyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl]piperidine → 5-Ethyl-2-(ethyloxy)-4-{4-[2-(methylsulfonyl)ethyl]-1-piperidinyl}aniline
反応式
[CH2:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:6]([O:12][CH2:13][CH3:14])=[CH:5][C:4]=1[N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH2:17][CH2:16]1)[CH3:2]>[Pt]>[CH2:1]([C:3]1[C:4]([N:15]2[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][S:23]([CH3:26])(=[O:25])=[O:24])[CH2:17][CH2:16]2)=[CH:5][C:6]([O:12][CH2:13][CH3:14])=[C:7]([CH:8]=1)[NH2:9])[CH3:2]参加物
3
実験手順
To 1-[2-ethyl-5-(ethyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl]piperidine (0.22 g, 0.57 mmol) in EtOAC (30 mL) was added platinum on carbon (sulfided) (0.11 g, 0.029 mmol). The mixture was stirred under H2 (1 atm) overnight. Filtering the mixture through Celite® and concentrating provided the title compound of Step C (0.21 g, 0.56 mmol, 98%). 1H NMR (400 MHz, DMSO-d6) δ 6.55 (s, 1H), 6.44 (s, 1H), 4.29 (br. s., 2H), 3.91 (q, J=7.1 Hz, 2H), 3.02-3.21 (m, 2H), 2.94 (s, 3H), 2.78 (d, J=11.2 Hz, 2H), 2.37-2.59 (m, 6H), 1.57-1.77 (m, 3H), 1.34-1.49 (m, 1H), 1.18-1.34 (m, 4H), 1.05 (t, J=7.5 Hz, 3H).