(R)-2-Chloro-3-(2-methylpiperazin-1-YL)pyrazine → 2-{2-[{2-[3-(Dimethylamino)propyl]pyridin-3-yl}oxy]ethoxy}-3-[(2R)-2-methylpiperazin-1-yl]pyrazine
Reaktionsgleichung
Cl[C:2]1[C:7]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][C@H:9]2[CH3:14])=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:15][N:16]([CH3:30])[CH2:17][CH2:18][CH2:19][C:20]1[C:25]([O:26][CH2:27][CH2:28][OH:29])=[CH:24][CH:23]=[CH:22][N:21]=1>>[CH3:30][N:16]([CH3:15])[CH2:17][CH2:18][CH2:19][C:20]1[C:25]([O:26][CH2:27][CH2:28][O:29][C:2]2[C:7]([N:8]3[CH2:13][CH2:12][NH:11][CH2:10][C@H:9]3[CH3:14])=[N:6][CH:5]=[CH:4][N:3]=2)=[CH:24][CH:23]=[CH:22][N:21]=1Komponenten
3
Versuchsvorschrift
The procedure in Example 18, Step 4, starting from 2-chloro-3-[(2R)-2-methylpiperazin-1-yl]pyrazine* (0.48 g, 2.28 mmol) and 2-({2-[3-(dimethylamino)propyl]pyridin-3-yl}oxy)ethanol (from Step 1; 0.46 g, 2.07 mmol) was followed. The crude product was purified on a column of silica (100 mm, i.d.=30 mm) with CHCl3/MeOH/NH4OH (80:20:0.5; 200 mL, followed by 60:40:1) as eluent to give 0.48 g (58%) of the title compound as a colorless oil. HRMS m/z calcd for C21H32N6O2 (M)+ 400.2587. found 400.2571. *Reported in WO 00/76984, Example 192, Step 2.