4-(4-Benzylpiperazin-1-yl)-6-chloropyrimidine → 4-(Piperazin-1-yl)pyrimidine

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Reaction Steps

1-(Benzyl)-4-(4-chloropyrimidin-6-yl)piperazine (58.0 g; 0.20 mol) was dissolved, with some heating, in methanol (700 ml), treated with 10% Pd on activated carbon (11.6 g) and agitated and hydrogenated at s.t.p. for 8 h. After this period the catalyst was removed by filtering through celite. The filtrate thus obtained was then evaporated under reduced pressure to a yellow-brown viscous gum which was chromatographed through 60 μm silica gel, eluting with 5% methanol, 1% ammonium hydroxide and 94% CH2Cl2 to obtain as white solid, 25 g (76% yield based on prehydrogenation substrate) of 4-(4-pyrimidinyl)piperazine;

Provenance & Evidence