944164-52-7Relevant academic research and scientific papers
Solution-phase and solid-phase synthesis of 1-pyrazol-3-ylbenzimidazoles
Portilla, Jaime,Quiroga, Jairo,Abonia, Rodrigo,Insuasty, Braulio,Nogueras, Manuel,Cobo, Justo,Mata, Ernesto G.
, p. 387 - 394 (2008/09/20)
The facile solution and solid-phase synthesis of 1-pyrazol-3- ylbenzimidazoles from 4-fluoro-3-nitrobenzoate derivatives and 5(3)-amino-3(5)-subtituted-1H-pyrazoles is reported. The key step is the unexpected nucleophilic aromatic displacement of the activated fluorine by the exocyclic amino group of the pyrazole ring leading to 4-pyrazolylamino-3- nitrobenzoate derivatives, which are easily converted into the corresponding 1-pyrazol-3-ylbenzimidazoles in very high isolated yield. These novel methodologies would be very useful for the generation of libraries of diverse 1-heteroaryl derivatives of benzimidazoles. Georg Thieme Verlag Stuttgart.
Hydrogen-bonded chains of rings in methyl 4-[(5-methyl-1H-pyrazol-3-yl) amino]-3-nitrobenzoate and hydrogen-bonded sheets in methyl 1-(5-methyl-1H- pyrazol-3-yl)-1H-benzimidazole-5-carboxylate
Portilla, Jaime,Mata, Ernesto G.,Nogueras, Manuel,Cobo, Justo,Low, John N.,Glidewell, Christopher
, p. o38-o41 (2007/10/03)
Molecules of methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate, C12H12N4O4, (I), exhibit a polarized (charge-separated) structure in the nitroaniline portion. The molecules are linked into chains of edg
