1392013-88-5

Basic information

• Product Name: 3-bromo-2-phenylthieno[2,3-b]pyridine
• Synonyms: 3-bromo-2-phenylthieno[2,3-b]pyridine
• CAS NO: 1392013-88-5
• Molecular Weight: 290.183
• Mol File: 1392013-88-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-bromo-2-phenylthieno[2,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-2-phenylthieno[2,3-b]pyridine(1392013-88-5)
• EPA Substance Registry System: 3-bromo-2-phenylthieno[2,3-b]pyridine(1392013-88-5)

Safety Data

• Hazardous Substances Data: 1392013-88-5(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 111079-40-4 2-phenylthieno<2,3-b>pyridine 
• 52200-48-3 3-bromo-2-chloropyridine 
• 51933-77-8 3-bromo-2-(methylsulfanyl)pyridine 
• 1448146-91-5 2-(methylthio)-3-(phenylethynyl)pyridine 

Relevant articles and documents

Regiocontrolled SNAr reaction on 2,3-dihalopyridines with NaSMe to obtain bromo(methylthio)pyridines as key precursors of 3-halo-2-(hetero) arylthieno[2,3- b ]pyridines and thieno[3,2- b ]pyridines

The synthesis of 3-halo-2-(hetero)arylthieno[2,3-b]pyridines and 3-halo-2-(hetero)arylthieno[3,2-b]pyridines has been performed through a three-step methodology from 3-bromo-2-chloropyridine or 2-bromo-3- fluoropyridine, respectively. The key step of this methodology is the formation of the required bromo(methylthio)pyridines by a regiocontrolled nucleophilic aromatic substitution (SNAr) with sodium methanethiolate (NaSMe). Then, the Sonogashira coupling with (hetero)arylalkynes followed by a halocyclization with bromine or iodine, afforded the expected 3-halo-2-(hetero)arylthienopyridines.