1043906-08-6

Basic information

• Product Name: 1-(5-bromopyridin-2-yl)-1H-benzimidazole
• Synonyms: 1-(5-bromopyridin-2-yl)-1H-benzimidazole
• CAS NO: 1043906-08-6
• Molecular Formula: C₁₂H₈BrN₃
• Molecular Weight: 274.12
• Mol File: 1043906-08-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(5-bromopyridin-2-yl)-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-bromopyridin-2-yl)-1H-benzimidazole(1043906-08-6)
• EPA Substance Registry System: 1-(5-bromopyridin-2-yl)-1H-benzimidazole(1043906-08-6)

Safety Data

• Hazardous Substances Data: 1043906-08-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
1-(5-bromopyridin-2-yl)-1H-benzimidazole is used as a chemical compound in pharmaceutical research for its potential to be developed into a drug candidate. The presence of bromine and pyridine groups in its structure provides unique chemical properties that can be exploited for specific purposes in medicinal chemistry.
Used in Drug Development:
In the field of drug development, 1-(5-bromopyridin-2-yl)-1H-benzimidazole is utilized as a building block for the synthesis of novel bioactive compounds. Its heterocyclic structure and the distinctive chemical properties of the bromine and pyridine groups make it a valuable component in the creation of new pharmaceutical agents.
Used in Medicinal Chemistry:
1-(5-bromopyridin-2-yl)-1H-benzimidazole is employed as a key component in medicinal chemistry, where its unique structure and properties can be leveraged to design and develop new drugs with specific therapeutic targets and applications.
Used in Chemical Synthesis:
1-(5-bromopyridin-2-yl)-1H-benzimidazole is also used as an intermediate in chemical synthesis, particularly for the creation of other heterocyclic compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 51-17-2 benzoimidazole 
• 223463-13-6 2-iodo-5-bromopyridine 
• 766-11-0 5-bromo-2-fluoropyridine 

Downstream Products

• 1043906-12-2 C₁₉H₁₅N₃O 
• 1043906-13-3 C₁₉H₁₅N₃O 
• 433922-57-7 5-bromo-2-(1H-pyrazol-1-yl)pyridine 

Relevant articles and documents

Copper-Catalyzed C-N Bond Exchange of N-Heterocyclic Substituents around Pyridine and Pyrimidine Cores

A copper-catalyzed transfer N-heteroarylation strategy using a C-N bond exchange reaction is described. This reaction accommodates a wide range of pyridine and pyrimidine rings bearing halogen atoms, which have wide utility for subsequent transformations. This method provides a direct and operationally simple approach for modifying complex molecules by the exchange of N-heterocyclic substituents.

Metal-free site-selective C-N bond-forming reaction of polyhalogenated pyridines and pyrimidines

This paper presents a metal-free method for highly site-selective C-N bond-forming reaction of polyhalogenated pyridines and pyrimidines. The preferred coupling site can be tuned from the fluorine group bearing the N-heterocyclic ring to the chlorine group when changing from the pyridine ring to the pyrimidine ring. A wide array of halogenated pyridines preferentially reacted with amines at the fluorine group of the pyridine ring to generate monosubstituted halogenated pyridines with high selectivities. Different halogen atoms at various positions were produced by the pyridine ring that performed well under mild conditions. Halogenated pyrimidines underwent highly selective coupling at the chloride group with a wide range of amines having broad substrate applicability and moderate to good yields. The selectivity of the polyfluoropyridines in the developed reaction system was also tested, and the result indicated that the reaction occurred site-selectively at the ortho-position of the nitrogen ring. This reaction accommodated a wide range of halogenated groups. Thus, a wide range of chloro-, bromo-, iodo-, and fluoropyridines were generated, which have a wide utility for organic synthesis.

Sequential metal-catalyzed N-heteroarylation and C-C cross-coupling reactions: An expedient route to tris(hetero)aryl systems

This paper describes copper-catalyzed N-C heteroarylation of benzimidazole, 1-methylbenzimidazolone, imidazole and pyrrole. The products of these reactions then undergo palladium-catalyzed C-C cross-couplings with aryl or heteroarylboronic acids under Suzuki-Miyaura conditions to provide a rapid entry, from readily-available reagents, into tris(hetero)-aryl scaffolds comprising two or three N-heterocyclic rings. The sequential N-C and C-C couplings can be performed in a one-pot process (two examples are given: >50% overall yields). Wiley-VCH Verlag GmbH & Co. KGaA, 2008.