Ken‐ichi Tanaka, M. Nagasawa, Yu Kasuga
Aug 6, 1999
Citations
0
Influential Citations
4
Citations
Journal
Tetrahedron Letters
Abstract
A practical synthesis of (6-chloropyridin-3-yl)methylamine (1), a key intermediate of neo-nicotinoide insecticides2, was achieved by highly selective hydrogenation of 2-chloro-5-cyanopyridine (3). The hydrogenation of3 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/cm2 hydrogen pressure to give1 in 86% yield and (pyridin-3-yl)methylamine (4), a dechlorinated by-product, in only 2% yield.