5-bromo-2-phenoxypyridine

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5-bromo-2-phenoxypyridine Basic information
Product Name:5-bromo-2-phenoxypyridine
Synonyms:5-bromo-2-phenoxypyridine;Pyridine,5-bromo-2-phenoxy-
CAS:59717-96-3
MF:C11H8BrNO
MW:250.09
EINECS:
Product Categories:
Mol File:59717-96-3.mol
5-bromo-2-phenoxypyridine Structure
5-bromo-2-phenoxypyridine Chemical Properties
Boiling point 310.0±22.0 °C(Predicted)
density 1.476±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka0.18±0.22(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
5-bromo-2-phenoxypyridine Usage And Synthesis
Synthesis
2,5-Dibromopyridine

624-28-2

Phenol

108-95-2

5-bromo-2-phenoxypyridine

59717-96-3

2,5-dibromopyridine (237 mg, 1 mmol, 1.0 equiv) and phenol (140 mg, 1.5 mmol, 1.5 equiv) were added with copper powder (32.5 mg, 0.5 mmol, 0.5 equiv), cuprous iodide (95 mg, 0.5 mmol, 0.5 equiv) and cesium carbonate (978 mg. 3.0 mmol, 3.0 equiv) in N-methylpyrrolidone (NMP, 10 mL). The reaction mixture was heated to 135 °C under nitrogen protection and maintained at this temperature for 5 h of reaction. After completion of the reaction, the solid insoluble material was removed by filtration and the filtrate was concentrated. Purification by column chromatography (eluent: ethyl acetate/petroleum ether = 10/1, v/v) afforded 5-bromo-2-phenoxypyridine as a brown solid (200 mg, 84.4% yield).

References[1] Tetrahedron, 2013, vol. 69, # 1, p. 327 - 333
[2] Patent: CN108069974, 2018, A. Location in patent: Paragraph 0162-0165
[3] Patent: WO2018/35061, 2018, A1. Location in patent: Paragraph 0358
[4] Journal of Organometallic Chemistry, 2003, vol. 677, # 1-2, p. 57 - 72
[5] Patent: CN106146518, 2016, A. Location in patent: Paragraph 0038; 0039; 0040; 0041; 0042; 0043
5-bromo-2-phenoxypyridine Preparation Products And Raw materials
Raw materials5-Bromo-2-fluoropyridine-->2,5-Dibromopyridine-->Phenol-->Copper-->Copper(l) iodide-->Cesium carbonate-->N-Methyl-2-pyrrolidone
Tag:5-bromo-2-phenoxypyridine(59717-96-3) Related Product Information
4-[(5-bromopyridin-2-yl)oxy]phenol hydrobromide 5-Bromo-2-(4-fluoro-phenoxy)-pyridine 5-Bromo-2-(4-methylphenoxy)pyridine Pyridine, 5-bromo-2-(4-chlorophenoxy)- 5-bromo-2-(3-fluoro-phenoxy)-pyridine