(R)-2-Chloro-3-(2-methylpiperazin-1-YL)pyrazine → 2-{2-[{2-[(1E)-3-(Dimethylamino)prop-1-enyl]pyridin-3-yl}oxy]ethoxy}-3-[(2R)-2-methylpiperazin-1-yl]pyrazine

Participants

Reaction Steps

The procedure in Example 18, Step 4, was followed starting from 2-chloro-3-[(2R)-2-methylpiperazin-1-yl]pyrazine* (0.30 g, 1.4 mmol) and 2-({2-[(1E)-3-(dimethylamino)prop-1-enyl]pyridin-3-yl}oxy)ethanol (from Step 2; 0.32 g, 1.5 mmol). 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 0.030 g (5.5%) of the title compound as a light brown oil. HRMS m/z calcd for C21H30N6O2 (M)+ 398.2430. found 398.2433. *Reported in WO 00/76984, Example 192, Step 2.

Provenance & Evidence