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928653-73-0

928653-73-0 Structure

928653-73-0 Structure
IdentificationBack 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 PropertiesBack 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
[InChI]

1S/C5H2BrClIN/c6-3-1-4(8)5(7)9-2-3/h1-2H
[InChIKey]

ZAGGSGCNNVVSII-UHFFFAOYSA-N
[SMILES]

Clc1ncc(Br)cc1I
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

26
[RIDADR ]

2811
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[PackingGroup ]

[HS Code ]

2933399990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-2-CHLORO-3-IODO-PYRIDINE(928653-73-0)1HNMR
5-BROMO-2-CHLORO-3-IODO-PYRIDINE(928653-73-0)FT-IR
Hazard InformationBack Directory
[Synthesis]

5-BROMO-3-IODO-PYRIDIN-2-OL

381233-75-6

5-BROMO-2-CHLORO-3-IODO-PYRIDINE

928653-73-0

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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