2-Bromo-3-methoxy-6-nitropyridine Chemical Properties

Melting point:

140-1420C

Boiling point:

364.4±37.0 °C(Predicted)

Density 

1.730±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

-10.90±0.10(Predicted)

color 

White to Off-White

Safety Information

HS Code 

2933399990

2-Bromo-3-methoxy-6-nitropyridine Usage And Synthesis

Chemical Properties

Off-White Solid

Synthesis

General procedure for the synthesis of 2-bromo-3-methoxy-6-nitropyridine from 2-bromo-3-methoxypyridine: 2-bromo-3-methoxypyridine (4.45 g, 23.7 mmol) was slowly added to a mixture of fuming nitric acid and concentrated sulfuric acid (1:1, v/v, total of 18 mL) that had been pre-cooled to 0 °C. The reaction mixture was kept stirred at 55 °C for 1.5 hours. Upon completion of the reaction, the mixture was carefully poured into ice water (150 mL) and a precipitate was immediately generated. The resulting precipitate was the target product 2-bromo-3-methoxy-6-nitropyridine, which could be used in the subsequent reaction without further purification. Yield: 3.54 g (64%) as a light yellow solid.1H NMR (DMSO-d6, 400 MHz) δ 8.41 (d, 1H), 7.80 (d, 1H), 4.06 (s, 3H).

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 3, p. 637 - 645
[2] Tetrahedron, 1986, vol. 42, # 5, p. 1475 - 1485
[3] Pharmazie, 2000, vol. 55, # 12, p. 907 - 912
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 1, p. 39 - 42
[5] Patent: WO2007/51981, 2007, A1. Location in patent: Page/Page column 56

2-Bromo-3-methoxy-6-nitropyridine(76066-07-4)Related Product Information

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