Identification | Back Directory | [Name]
5-BROMO-2-CHLORO-3-IODO-PYRIDINE | [CAS]
928653-73-0 | [Synonyms]
2-chloro -5-broMo-3-iodopyridine Pyridine, 5-bromo-2-chloro-3-iodo- 5-Bromo-2-chloro-3-iodopyridine 98% | [Molecular Formula]
C5H2BrClIN | [MDL Number]
MFCD08688585 | [MOL File]
928653-73-0.mol | [Molecular Weight]
318.34 |
Chemical Properties | Back Directory | [Boiling point ]
301.0±42.0 °C(Predicted) | [density ]
2.395±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
solid | [pka]
-3.09±0.10(Predicted) | [color ]
Off-white to grey |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36 | [Safety Statements ]
26 | [RIDADR ]
2811 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
2933399990 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-bromo-2-chloro-3-iodopyridine from 5-bromo-3-iodopyridin-2(1H)-one: 5-bromo-3-iodopyridin-2(1H)-one (9 g, 30 mmol) was dissolved in 90% phenylphosphonic dichloride (100 mL, 0.3 mol). The reaction mixture was heated with stirring at 160 °C for 4 h and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature, followed by slow dripping into a vessel containing 1 L of water and cooled at 0 °C. The reaction solution was neutralized with NH4OH solution to neutral. The aqueous phase was extracted with ethyl acetate and the organic phase was combined. After treatment, the target product 5-bromo-2-chloro-3-iodopyridine was obtained as a white solid in 82% yield. | [References]
[1] Journal of Medicinal Chemistry, 2015, vol. 58, # 4, p. 1644 - 1668 [2] Patent: WO2015/132727, 2015, A1. Location in patent: Page/Page column 22; 23; 28 |
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