Identification | More | [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 |
Hazard Information | Back Directory | [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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