307951-54-8

Basic information

• Product Name: 3-bromo-2-bromomethyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine
• Synonyms: 3-bromo-2-bromomethyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine
• CAS NO: 307951-54-8
• Molecular Weight: 430.12
• Mol File: 307951-54-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-bromo-2-bromomethyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-2-bromomethyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine(307951-54-8)
• EPA Substance Registry System: 3-bromo-2-bromomethyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine(307951-54-8)

Safety Data

• Hazardous Substances Data: 307951-54-8(Hazardous Substances Data)

Upstream product

• 143141-23-5 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine 
• 23612-48-8 2-methyl-1H-pyrrolo[2,3-b]pyridine 
• 98-09-9 benzenesulfonyl chloride 
• 271-63-6 7-Azaindole 
• 744209-37-8 3-bromo-2-methyl-1-phenylsulfonylpyrrolo[2,3-b]pyridine 
• 189089-83-6 1-benzenesulfonyl-2-methyl-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Reaction of bromomethylazoles and tosylmethyl isocyanide. A novel heterocyclization method for the synthesis of the core of marine alkaloids variolins and related azolopyrimidines

A novel and efficient synthesis of the pyrido[3′,2′:4,5] pyrrolo[1,2-c]pyrimidine system, the heterocyclic core of the variolin family of marine alkaloids, is described. The route involves the reaction of 3-bromo-2-(bromomethyl)pyrrolo[2,3-b]pyridine and tosylmethyl isocyanide (TosMIC) under phase-transfer conditions. This unprecedented reaction was also used to synthesize a series of new methoxycarbonyl azolopyrimidines by reaction of TosMIC with bromomethylindoles, bromomethylbenzimidazole, and bromomethylpyrazole. Hydrolysis and decarboxylation of 5-bromo-7- methoxycarbonylpyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine obtained by this heterocyclization process and installation of the pyrimidine moiety in the C5 position open an alternative approach to complete a total synthesis of variolin B.