866545-91-7

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;1-[(4-Methylbenzene)sulfonyl]-3-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine;3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine;1-[(4-Methylbenzene)sulfonyl]-1H-pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester;1-Tosyl-7-azaindole-3-boronic Acid Pinacol Ester;1-Tosyl-1H-pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester;1-(4-methylphenyl)sulfonyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine;1-[(4-Methylphenyl)sulfonyl]-7-Azaindole-3-boronic acid pinacol ester
• CAS NO: 866545-91-7
• Molecular Formula: C₂₀H₂₃BN₂O₄S
• Molecular Weight: 398.29
• Mol File: 866545-91-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 572°C at 760 mmHg
• Flash Point: 299.8°C
• Appearance: /
• Density: 1.24
• Vapor Pressure: 4.28E-13mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 0.91±0.30(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(866545-91-7)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(866545-91-7)

Safety Data

• Hazardous Substances Data: 866545-91-7(Hazardous Substances Data)

Usage

General Description

The chemical "1H-Pyrrolo[2,3-b]pyridine, 1-[(4-methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-" is a compound that contains a pyrrolopyridine core with a boronate ester and a methylphenyl sulfonyl group. It is commonly used in organic synthesis as a building block for creating complex molecules. The boronate ester moiety makes this compound a valuable reagent for Suzuki-Miyaura cross-coupling reactions, which are widely used in the formation of carbon-carbon bonds. The presence of the sulfonyl group also allows for further functionalization and modification of the molecule. Overall, this chemical is important for the creation of diverse organic compounds and has applications in various fields of chemistry and pharmaceutical research.

InChI:InChI=1/C20H23BN2O4S/c1-14-8-10-15(11-9-14)28(24,25)23-13-17(16-7-6-12-22-18(16)23)21-26-19(2,3)20(4,5)27-21/h6-13H,1-5H3

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 226085-18-3 3-bromo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 882562-39-2 1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-ylboronic acid 
• 271-63-6 7-Azaindole 
• 74420-15-8 3-bromo-1H-pyrrolo[2,3-b]pyridine 
• 348640-02-8 1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine 
• 98-59-9 p-toluenesulfonyl chloride 
• 7732-18-5 water 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 664982-01-8 3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 23616-57-1 3-iodo-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 866545-92-8 3-(2-(methylthio)pyrimidin-4-yl)-1-(tolyl-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 866545-94-0 3-(6-chloropyrimidin-4-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 1052631-05-6 C₂₅H₂₁N₅O₂S 
• 868387-46-6 tert-butyl 4-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)thiophen-2-ylcarbamate 
• 868387-52-4 N-(3-methoxybenzyl)-5-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)thiophene-3-carboxamide 
• 944842-54-0 decernotinib 
• 1417421-80-7 (R)-2-methyl-2-(2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-ylamino)butanoic acid 
• 1417421-95-4 methyl 2-methyl-2-((2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)butanoate 
• 1417421-89-6 C₂₁⁽¹³⁾C₄H₂₅F₃N₄⁽¹⁵⁾N₂O₃S 
• 866545-93-9 3-(2-(methylsulfonyl)pyrimidin-4-yl)-1-(tolyl-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 1052629-04-5 C₂₅H₂₁N₅O₂S 

Relevant articles and documents

Sequentially Catalyzed Three-Component Masuda-Suzuki-Sonogashira Synthesis of Fluorescent 2-Alkynyl-4-(7-azaindol-3-yl)pyrimidines: Three Palladium-Catalyzed Processes in a One-Pot Fashion

The Masuda-Suzuki-Sonogashira sequence efficiently unites, in a one-pot fashion, a borylation, an arylation, and an alkynylation in the sense of a sequentially Pd-catalyzed three-component reaction to give fluorescent 2-alkynyl-4-(7-azaindol-3-yl) pyrimid

Nature-Inspired (di)Azine-Bridged Bisindole Alkaloids with Potent Antibacterial in Vitro and in Vivo Efficacy against Methicillin-Resistant Staphylococcus aureus

Natural bisindole alkaloids such as Hyrtinadine A and Alocasin A, which are known to exhibit diverse bioactivities, provide promising chemical scaffolds for drug development. By optimizing the Masuda borylation-Suzuki coupling sequence, a library of various natural product-derived and non-natural (di)azine-bridged bisindoles was created. While unsubstituted bisindoles were devoid of antibacterial activity, 5,5′-chloro derivatives were highly active against methicillin-resistant Staphylococcus aureus (MRSA) and further Gram-positive pathogens at minimal inhibitory concentrations ranging from 0.20 to 0.78 μM. These compounds showed strong bactericidal killing effects but only moderate cytotoxicity against human cell lines. Furthermore, the two front-runner compounds 4j and 4n exhibited potent in vivo efficacy against MRSA in a mouse wound infection model. Although structurally related bisindoles were reported to specifically target pyruvate kinase in MRSA, antibacterial activity of 4j and 4n is independent of pyruvate kinase. Rather, these compounds lead to bacterial membrane permeabilization and cellular efflux of low-molecular-weight molecules.

DERIVATIVES OF QUINOLINE AS INHIBITORS OF DYRK1A AND/OR DYRK1B KINASES

The present invention relates to the compound of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof. The present invention is further concerned with the use of such a compound or salt, stereoisomer, tautomer or N-oxide thereof as medicament and a pharmaceutical composition comprising said compound.