ChemicalBook CAS DataBase List 5-Bromo-3-nitropyridine-2-carbonitrile

5-Bromo-3-nitropyridine-2-carbonitrile synthesis

4synthesis methods

Product Name:5-Bromo-3-nitropyridine-2-carbonitrile
CAS Number:573675-25-9
Molecular formula:C6H2BrN3O2
Molecular Weight:228

To a stirred solution of 2,5-dibromo-3-nitro-pyridine (25 g, 88.68 mmol) in propionitrile (100 ml) was added CuCN (8.7 g, 97.55 mmol) and the mixture was heated to 90°C. for 17 h. Then it was allowed to cool to room temperature, diluted with EtOAc, washed twice with brine, dried with Na2SO4 and concentrated. The remaining residue was purified by chromatography (silica gel; DCM/MeOH 95:5- 85:15) to obtain 5-Bromo-3-nitropyridine-2-carbonitrile. Yellow solid, yield 17.5 g, 68%.
synthesis of 5-Bromo-3-nitropyridine-2-carbonitrile

synthesis of 5-Bromo-3-nitropyridine-2-carbonitrile

15862-37-0
241 suppliers
$6.00/1g

544-92-3
257 suppliers
$9.00/1g

573675-25-9
278 suppliers
$13.00/5g

Yield:573675-25-9 59%

Reaction Conditions:

at 150; for 2 h;

Steps:

10.2
(2) Production of 5-bromo-2-cyano-3-nitropyridine: 2,5-Dibromo-3-nitropyridine (3.80 g, 13.4 mmol) and copper cyanide (2.42 g, 26.8 mmol) were mixed, and stirred under heat at 150°C for 2 hours. After cooled to room temperature, the contents were filtered, and the residue was washed with acetone. The mother liquid was concentrated, and the resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate = 9/1 to 3/1) to obtain the intended compound (1.80 g, 59 %) as a yellow solid.

References:

BANYU PHARMACEUTICAL CO., LTD. EP1757594, 2007, A1 Location in patent:Page/Page column 76

FullText

15862-37-0
241 suppliers
$6.00/1g