343781-49-7

Basic information

• Product Name: Pyridine, 2,4-dichloro-5-iodo-
• Synonyms: Pyridine, 2,4-dichloro-5-iodo-
• CAS NO: 343781-49-7
• Molecular Formula: C5H2Cl2IN
• Molecular Weight: 273.89
• Product Categories: Propidium heterocyclic series
• Mol File: 343781-49-7.mol

Chemical Properties

• Boiling Point: 282.736 °C at 760 mmHg
• Flash Point: 124.795 °C
• Appearance: /
• Density: 2.129 g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -1.17±0.10(Predicted)
• CAS DataBase Reference: Pyridine, 2,4-dichloro-5-iodo-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2,4-dichloro-5-iodo-(343781-49-7)
• EPA Substance Registry System: Pyridine, 2,4-dichloro-5-iodo-(343781-49-7)

Safety Data

• Hazardous Substances Data: 343781-49-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Pyridine, 2,4-dichloro-5-iodois used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of antiviral and anticancer drugs. Its unique properties allow for the creation of more effective and targeted medications.
Used in Agricultural Chemical Industry:
In the agricultural chemical industry, Pyridine, 2,4-dichloro-5-iodois utilized as a precursor in the production of agrochemicals, helping to develop compounds that can protect crops and enhance agricultural productivity.
Used in Research and Development:
Pyridine, 2,4-dichloro-5-iodois employed in research and development as a building block for the production of more complex organic compounds. Its unique properties make it a valuable asset in the creation of new and innovative chemical entities for various applications.
Used in Specialized Chemicals Production:
Pyridine, 2,4-dichloro-5-iodois also used in the production of specialized chemicals, where its unique structure and properties contribute to the development of high-performance materials for specific industries and applications.

InChI:InChI=1/C5H2Cl2IN/c6-3-1-5(7)9-2-4(3)8/h1-2H

Upstream product

• 670253-37-9 4-chloro-5-iodopyridin-2-ylamine 
• 78607-36-0 2-chloro-3-iodopyridine 
• 153034-86-7 2-chloro-4-iodopyridine 
• 26452-80-2 2,4-dichloropyridine 
• 109-09-1 2-chloropyridine 
• 343781-36-2 2,4-dichloro-3-iodo-pyridine 

Downstream Products

• 73027-79-9 4,6-dichloro-nicotinic acid 

Relevant articles and documents

Development of a Scalable Synthesis for the Potent Kinase Inhibitor BMS-986236; 1-(5-(4-(3-Hydroxy-3-methylbutyl)-1 H-1,2,3-triazol-1-yl)-4-(isopropylamino)pyridin-2-yl)-1 H-pyrazolo[3,4- b]pyridine-5-carbonitrile

A scalable route to 1-(5-(4-(3-hydroxy-3-methylbutyl)-1H-1,2,3-triazol-1-yl)-4-(isopropylamino)pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile (1, BMS-986236) was developed by incorporating an alternate azide intermediate following safety-driven processes. The newly developed process involved mitigating safety hazards and eliminating the column chromatography purification. The issue of trace metal contamination in the final API observed in the first-generation synthesis has been overcome.

Strategies for the selective functionalization of dichloropyridines at various sites

Whereas 2,3-dichloropyridine and 2,5-dichloro-4-(lithiooxy)-pyridine undergo deprotonation exclusively at the 4- and 2-positions, respectively, optional site selectivity can be implemented with 2,5- and 3,4-dichloropyridine (which are attacked, depending on the choice of the reagents, at either the 4- or 6- and either the 2- and 5-positions, respectively). Upon treatment with lithium diisopropylamide, 2,4-dichloro-3-iodopyridine, 3,5-dichloro-4-bromopyridine and 2,6-dichloro-3-iodopyridine afford 5-, 2- and 4-lithiated intermediates, but the latter isomerize instantaneously to species in which lithium and iodine have swapped places, the driving force being the low basicity of C-Li bonds when flanked by two neighboring halogens.