5-BROMOPYRIDINE-2-CARBOXAMIDE97%5-BROMOPICOLINAMIDE

General procedure: To a mixture of 5-bromopicolinic acid (200 mg, 1 mmol) in CH2CI2 (5 mL) was added dropwise thionyl chloride (1 mL) and a drop of DMF. The mixture was heated to 80°C for 1 h. After cooled to room temperature, the mixture was concentrated and dissolved in CH2CI2 (2 mL). The resulting solution was added dropwise to NHTo a cooled solution (0° C.) of commercially available 5-bromopyridine-2-carboxylic acid (1 g, 5 mmol) in THF (20 mL) and DMF (1 mL) was dropwise added thionylchloride (0.54 mL, 7 mmol), removed the ice bath and stirred at 23° C. for 1 h. Cooled to 0° C., dropwise added of an excess of 25percent aqueous ammoniumhydroxid solution (3.7 mL, 50 mmol) and stirred at 0° C. for 30 min. Filtered the precipitated solid off and dissolved in AcOEt, washed the AcOEt-layer once with brine, dried over Na5-bromopicolinic acid (50 g, 0.247 mol) was added to thionyl chloride (100 ml) and the reaction mixture was heated to reflux for 3 hours. The resulting solution was cooled to room temperature and then concentrated in vacuo to afford a white solid. The white solid was dissolved in THF (200 ml) and the solution was added dropwise into a mixture of ice/ammonia/water (500 ml). The solid was filtered, washed with water and dried in vacuo. The crude was purified by recrystallization in ethyl acetate to afford the title compound (D8) (43.0 g) as a white solid.

Molecular Weight:201.02
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:199.95853
Monoisotopic Mass:199.95853
Topological Polar Surface Area:56
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes