923276-77-1

Basic information

• Product Name: Pyridine, 3-bromo-5-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-4-phenyl-
• CAS NO: 923276-77-1
• Molecular Formula: C16H15BrN2O
• Molecular Weight: 331.212
• Mol File: 923276-77-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pyridine, 3-bromo-5-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 3-bromo-5-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-4-phenyl-(923276-77-1)
• EPA Substance Registry System: Pyridine, 3-bromo-5-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-4-phenyl-(923276-77-1)

Safety Data

• Hazardous Substances Data: 923276-77-1(Hazardous Substances Data)

Upstream product

• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 39620-02-5 5-bromonicotinoyl chloride 
• 35590-37-5 5-bromopyridine-3-carbonitrile 
• 923276-95-3 5-bromo-N-(2-hydroxy-1,1-dimethylethyl)nicotinamide 
• 923276-49-7 3-bromo-5-(4,5-dihydro-4,4-dimethyloxazol-2-yl)pyridine 
• 591-50-4 iodobenzene 

Relevant articles and documents

A new synthetic approach to biaryls of the rhazinilam type. Application to synthesis of three novel phenylpyridine-carbamate analogues

The synthesis of three novel racemic phenylpyridine-carbamate analogues of rhazinilam and their biological evaluation as inhibitors of microtubule assembly and disassembly by interaction with tubulin are described. The sterically hindered ortho-disubstituted biaryl unit as the challenging key structural element is first obtained by a sequential regiocontrolled nucleophilic addition of a lithium ortho-lithiohomobenzylic alkoxide species to 3-bromo-5-oxazolyl pyridine as the electrophile and a subsequent oxidation step. The incorporation of the amino group by replacement of the bromide has been achieved using a Buchwald-Hartwig amination coupling. Ultimate deprotection steps furnished free-amino and free-hydroxyl appendages which were connected by phosgenation to furnish the nine-membered median carbamate ring. This journal is The Royal Society of Chemistry.