2,6-Dibromopyridine-3-carboxaldehyde

To a solution of lithium diisopropylamide (2M in tetrahydrofuran, 31.65 ml, 63.33 mmol) at -78 C, was added dropwise a solution of 2, 6-dibromopyridine (10 g, 42.21 mmol) in dry tetrahydrofuran. The mixture was stirred at -78 C for 30 minutes. Methyl formate (422.1 mmol, 26 ml) was added and the stirring was continued at the same temperature for 2 hours. Saturated ammonium chloride was added and the mixture was warmed to room temperature. The reaction mixture was extracted with ethyl acetate, dried over anhydrous sodium sulphate and evaporated under vacuum. The resulting mixture was purified by column chromatography over silica gel in ethyl acetate: hexane (1:19) to afford the title compound (7 g).Reference 2, 6-Dibromonicotinic acid To a solution of To a solution of the compound obtained from step a above (2.5 g, 18.87 mmol) in methanol (50 ml) was added concentrated sulphuric acid (7.5 ml) and refluxed for 2-3 hours. The reaction mixture was cooled to room temperature, neutralized with saturated sodium bicarbonate and extracted with ethyl acetate. The organic layer was then washed with water, dried over anhydrous sodium sulphate, filtered and evaporated under vacuum to afford the title compound (5.8 g).

Molecular Weight:264.90
XLogP3:2.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:264.85609
Monoisotopic Mass:262.85814
Topological Polar Surface Area:30
Heavy Atom Count:10
Complexity:131
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes