766515-42-8

Basic information

• Product Name: 1-methyl-3-amino-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine
• Synonyms: 1-methyl-3-amino-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine
• CAS NO: 766515-42-8
• Molecular Weight: 248.287
• Mol File: 766515-42-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-methyl-3-amino-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-amino-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine(766515-42-8)
• EPA Substance Registry System: 1-methyl-3-amino-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine(766515-42-8)

Safety Data

• Hazardous Substances Data: 766515-42-8(Hazardous Substances Data)

Upstream product

• 766515-36-0 1-methyl-5-iodo-3-pivaloylaminopyrazolo[3,4-b]pyridine 
• 766515-35-9 1-methyl-3-amino-5-iodo-1H-pyrazolo[3,4-b]pyridine 
• 766515-33-7 3-cyano-2-hydroxy-5-iodopyridine 
• 766515-34-8 2-chloro-5-iodopyridine-3-carbonitrile 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 20577-27-9 2-hydroxy-3-cyanopyridine 
• 766515-38-2 1-methyl-3-(2,2-dimethyl-propionamido)-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine 

Downstream Products

• 766515-45-1 1-methyl-3-iodo-5-phenylethynyl-1H-pyrazolo[3,4-b]pyridine 

Relevant articles and documents

Synthesis of 3,5-difunctionalized 1-methyl-1H-pyrazolo[3,4-b]pyridines involving palladium-mediated coupling reactions

Indirect iodination of 2-chloro-nicotinonitrile gave 2-chloro-5- iodonicotinonitrile, which was cyclized with methylhydrazine to lead to 3-amino-5-iodopyrazolo[3,4-b]pyridine. Position 3 was then protected by pivaloyl group and the resulting 5-iodo-3-pivaloylaminopyrazolo[3,4-b]pyridine was engaged in palladium-promoted coupling reactions with various reagents to give 3-pivaloylamino-5-substituted compounds. Deprotection and iododediazoniation followed by cross-coupling reactions in position 3 afforded novel unsymmetrical 3,5-disubstituted pyrazolo[3,4-b]pyridine species.