Abstract:2,6-Dichloropyridine-4-carboxaldehyde was prepared from 2,6-dihydroxy isonicotinic acid with overall yield of 26.2 % via chlorination, amidation, dehydration and reduction. Its structure was confirmed by 1H-NMR and ESI-MS. Meanwhile, another useful intermediate 2,6-dichloro-pyridine-4-methylamine was obtained. The procedure of reduction reaction was optimized and when the molar ratio of 2,6-dichloro-4-cyanopyridine/Diisobutyl aluminum hydride was 1:1.6, the reaction temperature was -15℃ and the reaction time was 12h, the yields of 2,6-dichloropyridine-4-carboxaldehyde and (2,6-dichloropyridin-4-yl)methanamine were 45.4 % and 12.0 % respectively.