490039-72-0

Basic information

• Product Name: 4-IODOPYRIDINE-3-CARBONITRILE
• Synonyms: 4-IODOPYRIDINE-3-CARBONITRILE;3-Cyano-4-iodopyridine;3-Pyridinecarbonitrile,4-iodo;4-iodonicotinonitrile
• CAS NO: 490039-72-0
• Molecular Formula: C6H3IN2
• Molecular Weight: 230.00589
• Product Categories: Pyridines
• Mol File: 490039-72-0.mol

Chemical Properties

• Melting Point: ca 124℃
• Boiling Point: 309.485 °C at 760 mmHg
• Flash Point: 140.972 °C
• Appearance: Pale brown/Crystalline Powder
• Density: 2.043 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: 2-8°C
• PKA: 0.41±0.18(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-IODOPYRIDINE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODOPYRIDINE-3-CARBONITRILE(490039-72-0)
• EPA Substance Registry System: 4-IODOPYRIDINE-3-CARBONITRILE(490039-72-0)

Safety Data

• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 490039-72-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Iodopyridine-3-carbonitrile is used as a building block for the synthesis of pharmaceutical and biologically active molecules, due to its unique structure and properties.
Used in Medicinal Chemistry:
4-Iodopyridine-3-carbonitrile is used as a reagent in the preparation of complex chemical structures, contributing to the development of new drugs and therapeutic agents.

InChI:InChI=1/C6H3IN2/c7-6-1-2-9-4-5(6)3-8/h1-2,4H

Upstream product

• 100-54-9 pyridine-3-carbonitrile 

Downstream Products

• 490039-81-1 7-aza-1,2,3,4,4a,9a-hexahydro-1,4-methanofluoren-9-one 
• 1361569-63-2 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrido[4,3-d]pyrimidin-4-amine 

Relevant articles and documents

Straightforward access to ethyl 3-aminofuropyridine-2-carboxylates from 1-chloro-2-cyano- or 1-hydroxy-2-cyano-substituted pyridines

The conditions of the synthesis of the four regioisomers of ethyl 3-aminofuropyridine-2-carboxylate are described and discussed in detail. The starting materials are either 1-chloro-2-cyanopyridines or 1-cyano-2- hydroxypyridines. Georg Thieme Verlag Stuttgart.

Synthesis of ortho-substituted cyanopyridines through lithio intermediate trapping

Ortholithiation of 4-cyanopyridine using 2,2,6,6-tetramethylpiperidide (LiTMP) and trapping the lithio intermediate with electrophiles represents an efficient and straightforward access to ortho-substituted-4-cyanopyridines. The cyano group can be used as an ortho-directing group and allows the preparation of 3-halogeno-4-cyanopyridines. Reactivity of 2- and 3-cyanopyridines is also investigated and seems to give similar results.

Carbopalladation of nitriles: Synthesis of 2,3-diarylindenones and polycyclic aromatic ketones by the Pd-catalyzed annulation of alkynes and bicyclic alkenes by 2-iodoarenenitriles

2-Iodobenzonitrile, its derivatives, and various heterocyclic analogues undergo palladium(O)-catalyzed annulation onto diarylacetylenes or bicyclic alkenes to afford 2,3-diarylindenones and polycyclic aromatic ketones in very good to excellent yields. This reaction represents one of the first examples of the addition of an organopalladium moiety to the carbon-nitrogen triple bond of a nitrile. The reaction is compatible with a number of functional groups. A reaction mechanism, as well as a model accounting for the electronic effects of substituents on the aromatic ring of the nitrile, is proposed.