51431-29-9Relevant academic research and scientific papers
Chemoselective Synthesis of 5-Alkylamino-1H-pyrazole-4-carbaldehydes by Cesium- and Copper-Mediated Amination
Orrego-Hernndez, Jessica,Cobo, Justo,Portilla, Jaime
supporting information, p. 5064 - 5069 (2015/08/18)
Microwave-assisted synthesis of new 5-alkylamino-pyrazole-4-carbaldehydes was performed efficiently, with yields up to 99 and short reaction times. Nucleophilic substitution of primary alkylamines with activated 5-chloro-1-(2-pyridyl)pyrazole-4-carbaldehyde was mediated by the "cesium effect". The amination of deactivated 1-aryl-5-chloropyrazole-4-carbaldehydes was also assisted by the cesium ion and catalyzed by copper(I). Hereby is described an efficient protocol for the chemoselective synthesis of new 5-alkylaminopyrazole-4-carbaldehydes from 5-chloropyrazole-4-carbaldehydes and primary alkylamines in one step to give products with good to excellent yields and short reaction times. Unexpectedly, under these reaction conditions the corresponding alkylimine formation was not observed.
Synthesis and antibacterial activity of some novel pyrazolopyridine derivatives
Panda,Karmakar,Jena
, p. 1500 - 1508 (2012/01/05)
Eight pyrazolo[3,4-b]pyridine derivatives have been synthesized by Friedlaender condensation of 5-aminopyrazole-4-carbaldehyde with active methylene compounds in basic medium. These compounds have been screened for their antibacterial activity against two Gram-negative and two Gram-positive bacterium. Pyrazolopyridines having the carboxamide group at the 5-position showed moderate to good activity against P. aeruginosa, E. coli, S. pneumoniae, and B. cereus.
One-pot and convenient conversion of 5-azidopyrazole-4-carboxaldehyde to pyrazolo[3,4-b]pyridines
Zheng, Airong,Zhang, Wei,Pan, Jinhui
, p. 1549 - 1556 (2007/10/03)
A one-pot and convenient synthesis of multisubstituted pyrazolo[3, 4-b]pyridines in moderate to high yields has been achieved by a two-step reaction: diazo-transfer of 5-azido-1-phenylpyrazole-4-carboxaldehydes to ketones in ethanolic KOH to give 5-amino-
Reaction of 5-amino-4-formyl-3-methyl(or phenyl)-1-phenyl- 1H-pyrazoles with active methylene compounds: Synthesis of fused heterocyclic rings
Ahluwalia, Vinod K.,Dahiya, Aruna,Carg, Vijay K.
, p. 88 - 90 (2007/10/03)
A convenient one-pot synthesis of fused heterocyclic ring systems, pyrazolo[3',4':5,6]pyrido[2,3-d]pyrimidines 3a-d, dipyrazolopyridines 4a-b, pyrazolo[3,4-]quinolines 5a-b and 6a-b and pyrazolo[3,4-]pyridines 7a-b, has been achieved by condensation of 5-amino-4-formyl-3-methyl(or phenyl)-1-phenyl-1H-pyrazoles 2a-b with 1,3-diaryl-4,6-dioxo-2-thioxo-hexahydropyrimidines, 3-methyl-1-phenyl-1H-2-pyrazolin-5-one, dimedone, cyclohexanone and 3-acetylpyridine, respectively.
