112253-71-1

Upstream product

• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 1001621-59-5 2-azido-5-bromobenzaldehyde 
• 112253-72-2 2-azido-5-bromobenzoic acid 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 

Downstream Products

• 112253-73-3 2-azido-5-bromo-5'-methyl-2'-carboxamidobenzanilide 
• 112253-77-7 2-azido-5,5'-dibromo-2'-carboxamidobenzanilide 
• 112253-79-9 2-azido-5-bromo-2'-carboxamidobenzanilide 
• 112253-75-5 2-azido-5-bromo-5'-chloro-2'-carboxamidobenzanilide 
• 1287677-39-7 C₁₉H₁₄BrN₅O 
• 112253-84-6 2-(2-azido-5-bromophenyl)-6-bromoquinazolin-4(3H)-one 
• 112253-82-4 2-(2-azido-5-bromophenyl)-6-chloroquinazolin-4(3H)-one 
• 112253-80-2 2-(2-azido-5-bromophenyl)-6-methylquinazolin-4(3H)-one 
• 112253-86-8 2-(2-azido-5-bromophenyl)quinazolin-4(3H)-one 

Relevant academic research and scientific papers

Novel substituted triazolo benzodiazepine scaffolds to explore chemical space

Efficient and concise routes to sets of novel triazolo-1,4-benzodiazepine scaffolds that are suitably functionalized for diversification at three positions to explore three-dimensional space with different substituents are described. One approach to these scaffolds features a simplified multicomponent assembly process to give an intermediate azido alkyne that undergoes a facile Huisgen dipolar cycloaddition. The triazolo-1,4-benzodiazepines thus produced may be endowed with aryl halide, secondary amino, alcohol, aldehyde or carboxylic acid groups as functional handles for orthogonal derivatization reactions. Modification of this approach enabled the facile synthesis of the related triazolo-1,4-benzodiazepin-6-ones, also bearing three functional handles. These convenient protocols were used to prepare multi-gram quantities of benzodiazepine analogs as precursors for generating compound libraries for screening campaigns.

Total synthesis of rutaecarpine and analogues by tandem azido reductive cyclization assisted by microwave irradiation

The total synthesis of rutaecarpine and several analogues has been developed by using an azido reductive cyclization process starting from substituted azido benzoic acids. The intramolecular azido reductive cyclization step was performed with triphenylphosphine or Ni2B in HCl-MeOH (1 M) using microwave irradiation. This synthetic route is amenable for the generation of a library of quinazolinone compounds. Georg Thieme Verlag Stuttgart - New York.

Intramolecular 1,3-Dipolar Cycloadditions. Part 1. A Facile Synthesis of Benzimidazo- and Quinazolinotriazolobenzodiazepines

The synthesis of hitherto unknown 9H-benzimidazotriazolobenzodiazepines (4, 11a-e and 12a-c) and 9H-quinazolinotriazolobenzodiazepin-11-ones (5 and 18a-g) is reported. 2-(2-Azidoaryl)benzimidazoles (6 and 10a-h) and 2-(2-azidoaryl)quinazolin-4(3H)-ones (7 and 17a-g) react with propargyl bromide to give non-isolable intermediates which undergo an intramolecular 1,3-dipolar cycloaddition to the title compounds.