136506-65-5

Upstream product

• 5499-67-2 5-chloro-1,3-diphenyl-1H-pyrazole-4-carboxaldehyde 
• 4845-49-2 1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole 
• 100-63-0 phenylhydrazine 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 84647-18-7 6-Methyl-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine 
• 1268837-59-7 N-[(5-azido-1,3-diphenyl-1H-pyrazol-4-yl)methylidene]-4-hydroxyaniline 
• 1268837-55-3 5-acetyl-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine-6(7H)-one 
• 1268837-53-1 N-[(5-azido-1,3-diphenyl-1H-pyrazol-4-yl)methylidene]-4-chloroaniline 
• 1268837-56-4 5-[(5-oxo-3-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 1268837-60-0 5-[(5-oxo-3-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 1268837-57-5 5-[(2-hydroxylnaphthalen-1-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 1268837-54-2 5,7-diphenyl-7H-pyrazolo[3,4-d][1,2,3]triazine 
• 179999-20-3 6-hydroxy-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 
• 183736-38-1 6-amino-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of some novel pyrazolopyridine derivatives

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.

Reactions of 1,3-diphenyl-2-pyrazolin-5-one and 4-amino-1,5-dimethyl-2- phenyl-1H-pyrazol-3(2H)-one. Synthesis of some new pyrazoles and pyrazolones

1,3-Diphenyl-2-pyrazolin-5-one 1 was converted to 5-azido-4- formylpyrazolone 3 which is used as the key starting compounds of some new pyrazole derivatives 4-9. Also, 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)- one 10 is coupled with some diazonium salts to give coloured products 11, and reacted with isocyanates and isothiocyanates to give pyrazolylurea and thiourea derivatives which are then reacted with organohalogen compounds under PTC conditions to give 13,14 while with some active methylene compounds yielded 15 via Michael 1,4-addition reaction.

A facile synthesis of pyrazolo[3,4-b]pyridines

Pyrazolo[3,4-b]pyridines (4) and (5) have been obtained by the condensation of 3-(alkyl/aryl)-5-amino-1-phenyl-1H-pyrazole-4-carboxaldehydes (3) with active methylene compounds viz: diethyl malonate and malononitrile.

Azide Ring-Opening-Ring-Closure Reactions and Tele-substitutions in Vicinal Azidopyrazole-, Pyrrole- and Indolecarboxaldehydes

5-Chloro-1-methylpyrazole-4-carboxaldehydes 1 react with excess sodium azide in dimethyl sulfoxide to produce a mixture of 1-azidomethyl-4-cyanopyrazoles 2 and 4-cyano-5-hydroxy-1-methylpyrazoles 3.Application of this reaction to the corresponding 5-chloro-1-phenylpyrazole-4-carboxaldehydes 5 gave 4-cyano-5-hydroxy-1-phenyl-pyrazoles 7 as the sole products in high yields.Likewise, 2-aryl-5-chloro-1-methylpyrrole-3,4-dicarboxaldehydes 9 rearranged to 2-aryl-4-cyano-5-hydroxy-1-methylpyrrole-3-carboxaldehydes 10 in high yields.In the indole series, treatment of 1-aryl-2-chloroindole-3-carboxaldehydes 11 with NaN3 yielded a mixture of 1-aryl-3-cyano-2(3H)-indolones 13 and 1-aryl-5-azido-3-cyanoindoles 12, both products resulting from a ring-opening-ring-closure reaction with concomitant nucleophilic tele-substitution at the 5-position of the indole ring.