Abstract
A practical synthesis of (6-chloropyridin-3-yl)methylamine ( 1), a key intermediate of neo-nicotinoide insecticides 2, was achieved by highly selective hydrogenation of 2-chloro-5-cyanopyridine ( 3). The hydrogenation of 3 with an improved Sponge nickel catalyst, prepared from an alloy of low nickel content (Ni 38%, Al 62%) and subjected to heat treatment in water, was carried out at 50 °C and 1.2–1.4 kg/cm 2 hydrogen pressure to give 1 in 86% yield and (pyridin-3-yl)methylamine ( 4), a dechlorinated by-product, in only 2% yield.
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