916203-52-6

Basic information

• Product Name: 4-Bromo-2-chloro-3-iodopyridine
• Synonyms: 4-Bromo-2-chloro-3-iodopyridine 98%;4-Bromo-2-chloro-3-iodopyridine98%
• CAS NO: 916203-52-6
• Molecular Formula: C₅H₂BrClIN
• Molecular Weight: 318.34
• Product Categories: blocks;Bromides;Iodides;Pyridines
• Mol File: 916203-52-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 86-90℃
• Boiling Point: 317.8°C at 760 mmHg
• Flash Point: 146°C
• Appearance: /
• Density: 2.395g/cm³
• Vapor Pressure: 0.000702mmHg at 25°C
• Refractive Index: 1.673
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Bromo-2-chloro-3-iodopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-chloro-3-iodopyridine(916203-52-6)
• EPA Substance Registry System: 4-Bromo-2-chloro-3-iodopyridine(916203-52-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 916203-52-6(Hazardous Substances Data)

Usage

General Description

4-Bromo-2-chloro-3-iodopyridine is a chemical compound that belongs to the class of pyridine derivatives. It is a substituted pyridine with bromine, chlorine, and iodine atoms attached to the second, third, and fourth positions, respectively. 4-Bromo-2-chloro-3-iodopyridine is primarily used in the field of pharmaceutical and agrochemical research as a building block for the synthesis of various biologically active molecules. Its versatile reactivity and functional group compatibility make it a valuable intermediate in the development of new drugs, pesticides, and other chemical products. Additionally, 4-Bromo-2-chloro-3-iodopyridine also finds applications in the field of materials science and organic synthesis.

InChI:InChI=1/C5H2BrClIN/c6-3-1-2-9-5(7)4(3)8/h1-2H

Upstream product

• 14432-12-3 4-Amino-2-chloropyridine 
• 73583-37-6 2-chloro-4-bromopyridine 

Downstream Products

• 913556-82-8 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-1,6-naphthyridin-2(1H)-one 6-oxide 
• 444665-44-5 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-1,6-naphthyridin-2(1H)-one 
• 872973-93-8 7-chloro-1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-1,6-naphthyridin-2-(1H)-one 
• 916203-59-3 5-chloro-1-(2,6-dichlorophenyl)-1,6-naphthyridin-2(1H)-one 

Relevant articles and documents

Synthesis of a naphthyridone p38 MAP kinase inhibitor

Compound 1 is a p38 MAP kinase inhibitor potentially useful for the treatment of rheumatoid arthritis and psoriasis. A novel six-step synthesis suitable for large-scale preparation was developed in support of a drug development program at Merck Research Laboratories. The key steps include a tandem Heck-lactamization, N-oxidation, and a highly chemoselective Grignard addition of 4-(N-tert-butylpiperidinyl)-magnesium chloride to a naphthyridone N-oxide. The N-oxide exerted complete chemoselectivity via chelation in directing the Grignard addition to the α position as opposed to 1,4-addition on the enelactam. The dihydropyridyl adduct was in situ aromatized with isobutylchloroformate followed by heating in pyridine. Syntheses of Grignard precursor, N-tert-butyl-4-chloro-piperidine, were accomplished via transamination with a quaternary ammonium piperidone or via addition of methylmagnesium chloride to an iminium ion. Utilizing this chemistry, multi-kilogram preparation of compound 1 was successfully demonstrated. American Chemical Society.