5-Bromo-6-methyl-2-pyridinecarbonitrile Chemical Properties

Boiling point:

273℃

Density 

1.61

Flash point:

119℃

storage temp. 

Inert atmosphere,Room Temperature

pka

-1.95±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C7H5BrN2/c1-5-7(8)3-2-6(4-9)10-5/h2-3H,1H3

InChIKey

NFJCCSONEBUNGR-UHFFFAOYSA-N

SMILES

C1(C#N)=NC(C)=C(Br)C=C1

Safety Information

HS Code 

2933399990

5-Bromo-6-methyl-2-pyridinecarbonitrile Usage And Synthesis

Synthesis

3-Bromo-6-fluoro-2-methylpyridine (4 g, 21 mmol) and sodium cyanide (4 g, 82 mmol) were reacted in dimethyl sulfoxide (DMSO, 100 mL). The reaction mixture was stirred at 100°C for 2 hours. After completion of the reaction, the mixture was poured into water (100 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by fast column chromatography (silica gel, 10 g, with a petroleum ether solution of 10% ethyl acetate as eluent) afforded 5-bromo-6-methyl-2-cyanopyridine (0.6 g, 15% yield) as a white solid; mass spectra (MS): m/e = 197.0 [M + H]+.

References

[1] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 92-93
[2] Patent: WO2012/168350, 2012, A1. Location in patent: Page/Page column 188
[3] Patent: WO2014/86806, 2014, A1. Location in patent: Page/Page column 49

5-Bromo-6-methyl-2-pyridinecarbonitrile(1173897-86-3)Related Product Information

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