1312949-11-3

Upstream product

• 1539296-59-7 6-chloro-3-iodo-1-methyl-1H-pyrazolo[3,4-b]pyridine 
• 98-80-6 phenylboronic acid 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 118067-08-6 2,6-dichloropyridin-3-yl phenyl ketone 
• 60-34-4 methylhydrazine 
• 65-85-0 benzoic acid 
• 63725-52-0 6-chloro-1-methyl-1H-pyrazolo[3,4-b]pyridine 
• 108-90-7 chlorobenzene 
• 591-50-4 iodobenzene 

Downstream Products

• 1312949-12-4 1-methyl-3-phenyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one 

Relevant academic research and scientific papers

Synthesis of 3,6-diaryl-1: H -pyrazolo[3,4- b] pyridines via one-pot sequential Suzuki-Miyaura coupling

A practical synthesis of diarylpyrazolo[3,4-b]pyridine derivatives by a combination of chemoselective Suzuki-Miyaura cross-coupling reactions was developed. The sequential arylation strategy can be performed in a one-pot manner without much loss of efficiency when compared to the corresponding stepwise synthesis. These conditions are applicable to the coupling of a wide variety of aryl and heteroaryl-boronic acids with pyrazolo[3,4-b]pyridines with high selectivity of the C3 over the C6 position, thus enabling the rapid construction of a diverse array of medicinally important diarylpyrazolo[3,4-b]pyridines.

A robust protocol for Pd(ii)-catalyzed C-3 arylation of (1H) indazoles and pyrazoles: Total synthesis of nigellidine hydrobromide

C3-arylated indazole and pyrazoles are privileged structural motifs in agrochemicals and pharmaceuticals. C-3 C-H arylation of (1H) indazole and pyrazole has been a significant challenge due to the poor reactivity of the C-3 position. Herein, we report a practical Pd(ii)/Phen catalyst and conditions for the direct C-3 arylation of indazole and pyrazole with ArI or ArBr without using Ag additives as halide scavengers. The use of toluene, chlorobenzene, trifluoromethylbenzene and mesitylene as the solvent was found to be crucial for the selectivity and reactivity. We further demonstrate the robustness of this protocol through the first total synthesis of nigellidine hydrobromide as well as the expedient preparation of heterocycles structurally related to pesticides and drug molecules.

DISUBSTITUTED HETEROARYL-FUSED PYRIDINES

The invention relates to compound of the formula (I′) in which the substituents are as defined in the specification; in free form or in salt form; to its preparation, to its use as medicament and to medicaments comprising it.

DISUBSTITUTED HETEROARYL-FUSED PYRIDINES

The invention relates to compound of the formula (I') in which the substituents are as defined in the specification; in free form or in salt form; to its preparation, to its use as medicament and to medicaments comprising it.