2-Bromo-6-phenylpyridine Chemical Properties

Melting point:

50.0 to 54.0 °C

Boiling point:

315.1±22.0 °C(Predicted)

Density 

1.426±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

pka

0.00±0.10(Predicted)

form 

powder to lump

color 

White to Yellow

CAS DataBase Reference

39774-26-0(CAS DataBase Reference)

Safety Information

HS Code 

2933399990

2-Bromo-6-phenylpyridine Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-bromo-6-phenylpyridine from 2,6-dibromopyridine and phenylboronic acid: 2,6-dibromopyridine (2 g, 8.44 mmol), phenylboronic acid (1.03 g, 8.44 mmol), potassium carbonate (4.67 g, 33.77 mmol), and tetrabutylammonium bromide (TBAB, 271 mg, 0.84 mmol) were mixed in a 1 ,4-dioxane (16 ml) and water (4 ml) in a solvent mixture. The reaction mixture was degassed by blowing in nitrogen for 30 min, followed by addition of dichlorobis(triphenylphosphine)palladium(II) (PdCl2(dppf), 62 mg, 0.084 mmol). The reaction mixture was stirred at 40 °C for 1 h. After completion of the reaction, the reaction was filtered through diatomaceous earth. The filtrate was collected and the solvent was removed by distillation under reduced pressure. The crude product was purified by column chromatography using 100% petroleum ether as eluent to afford the target compound 2-bromo-6-phenylpyridine as a colorless solid (1.85 g, 93% yield).1H NMR (400 MHz, DMSO) δ 8.56 (dd, J = 6.3,2.4 Hz, 1H), 8.36-8.18 (m, 2H). 8.16-8.00 (m, 2H), 7.61-7.53 (m, 2H), 7.53-7.45 (m, 1H).

References

[1] Patent: WO2015/172196, 2015, A1. Location in patent: Paragraph 0033; 00179; 00200
[2] Patent: WO2009/111299, 2009, A2. Location in patent: Page/Page column 23
[3] Patent: JP5832992, 2015, B2. Location in patent: Paragraph 0139; 0140
[4] Patent: KR2015/137230, 2015, A. Location in patent: Paragraph 0113; 0114; 0115
[5] Patent: US2004/171614, 2004, A1

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