344327-11-3

Basic information

• Product Name: 4-CYANO-7-AZAINDOLE
• Synonyms: 4-CYANO-7-AZAINDOLE;1H-PYRROLO[2,3-B]PYRIDINE-4-CARBONITRILE;1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile(9CI);4-Cyano-1H-pyrrolo[2,3-b]pyridine;7-Azaindole-4-carbonitrile
• CAS NO: 344327-11-3
• Molecular Formula: C₈H₅N₃
• Molecular Weight: 143.15
• Product Categories: PYRIDINE;Azaindoles
• Mol File: 344327-11-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 195-197℃
• Appearance: /
• Density: 1.29
• Refractive Index: 1.685
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.05±0.40(Predicted)
• CAS DataBase Reference: 4-CYANO-7-AZAINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANO-7-AZAINDOLE(344327-11-3)
• EPA Substance Registry System: 4-CYANO-7-AZAINDOLE(344327-11-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 344327-11-3(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Synthesis Reference(s)

The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571

InChI:InChI=1/C8H5N3/c9-5-6-1-3-10-8-7(6)2-4-11-8/h1-4H,(H,10,11)

Upstream product

• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 55052-28-3 4-chloro-7-azaindole 
• 557-21-1 zinc(II) cyanide 
• 557-21-1 dicyanozinc 
• 151-50-8 potassium cyanide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 351439-07-1 methyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate 
• 1086390-83-1 1H-pyrrolo[2,3-b]pyridine-4-carboxamide 
• 1067887-43-7 phenyl(1H-pyrrolo[2,3-b]pyridin-4-yl)methanol 
• 956485-59-9 3-iodo-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile 
• 1520089-99-9 4-{[(tert-butyldimethylsilyl)oxy](phenyl)methyl}-1H-pyrrolo[2,3-b]pyridine 
• 1401447-87-7 3-hydroxy-2-phenyl-6-triisopropylsilanyl-3,6-dihydro-2H-2,5,6-triaza-as-indacen-1-one 
• 1401447-86-6 1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid phenyl amide 
• 1268390-73-3 1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-1H-indol-4-yl}urea 
• 1268390-71-1 1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-2,3-dihydro-1H-indol-4-yl}urea 
• 936549-95-0 (1H-pyrrolo[2,3-b]pyridin-4-yl)methanol 
• 1261588-72-0 ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate 
• 1201445-36-4 5-(3,4-diethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1,2,4-oxadiazole 
• 1243324-17-5 N-{3-[(4-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-4-trifluoromethyl-benzenesulfonamide 
• 728034-12-6 1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde 

Relevant articles and documents

COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF PREPARING COMPOUNDS AND OF THEIR USE AS ATR KINASE INHIBITORS

Disclosed are compounds and pharmaceutically acceptable salts thereof that may be used in the treatment of subjects in need thereof. The compounds disclosed herein may be inhibitors of Ataxia-telangiectasia and RAD-3-related protein kinase (ATR). Also disclosed are pharmaceutical compositions containing the compounds or pharmaceutically acceptable salts thereof and methods of their preparation and use.

A Homogeneous Method for the Conveniently Scalable Palladium- and Nickel-Catalyzed Cyanation of Aryl Halides

Homogeneous conditions for the palladium-catalyzed cyanation of aryl halides were developed. This new system features a broad scope of aryl chlorides and bromides, uses 2-propanol or 1-butanol as solvent, and is readily scalable. The same conditions can also provide simple benzonitriles using the recently developed (TMEDA)NiCl(o-tolyl) precatalyst in conjunction with 1,1′-bis(diphenylphosphino)ferrocene (dppf) as a ligand.

A general, practical palladium-catalyzed cyanation of (hetero)aryl chlorides and bromides

Playing it safe: The nontoxic cyanide source K4[Fe(CN) 6]×3 H2O can be used for the cyanation of (hetero)aryl halides. The application of palladacycle catalysts prevents poisoning during catalyst formation, thereby allowing for low catalyst loadings, fast reaction times, and wide heterocyclic substrate scope.