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39774-26-0

39774-26-0 Structure

39774-26-0 Structure
IdentificationMore
[Name]

2-Bromo-6-phenylpyridine
[CAS]

39774-26-0
[Synonyms]

2-BROMO-6-PHENYLPYRIDINE
Pyridine, 2-bromo-6-phenyl-
[Molecular Formula]

C11H8BrN
[MDL Number]

MFCD00234691
[Molecular Weight]

234.09
[MOL File]

39774-26-0.mol
Chemical PropertiesBack Directory
[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
[form ]

powder to lump
[pka]

0.00±0.10(Predicted)
[color ]

White to Yellow
[CAS DataBase Reference]

39774-26-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P260-P280-P301+P312
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-6-phenylpyridine(39774-26-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,6-Dibromopyridine

626-05-1

Phenylboronic acid

98-80-6

2-Bromo-6-phenylpyridine

39774-26-0

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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