183208-32-4

Basic information

• Product Name: 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
• Synonyms: 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one;3,3,5-tribroMo-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one;3,3,5-tribroMo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one;3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2-one;2H-Pyrrolo[2,3-b]pyridin-2-one, 3,3,5-tribroMo-1,3-dihydro-
• CAS NO: 183208-32-4
• Molecular Formula: C₇H₃Br₃N₂O
• Molecular Weight: 370.826
• Mol File: 183208-32-4.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 411.396°C at 760 mmHg
• Flash Point: 202.605°C
• Appearance: /
• Density: 2.512g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.724
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one(183208-32-4)
• EPA Substance Registry System: 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one(183208-32-4)

Safety Data

• Hazardous Substances Data: 183208-32-4(Hazardous Substances Data)

Usage

General Description

3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one is a chemical compound that belongs to the class of organic compounds known as pyrrolopyridines. This class of compounds, broadly classified under heterocyclic compounds, features a structure that contains a pyrrole ring fused to a pyridine ring. Pyrrole is a five-membered ring with one nitrogen atom and pyridine is a six-membered ring with one nitrogen atom. The specific name '3,3,5-Tribromo' indicates the presence of three bromine atoms at the 3rd and 5th positions of the compound. The term '-one' at the end signifies the presence of a carbonyl group. Like many heterocyclic compounds, 3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one may potentially have various applications in chemical synthesis, pharmaceuticals, and materials science.

InChI:InChI=1/C7H3Br3N2O/c8-3-1-4-5(11-2-3)12-6(13)7(4,9)10/h1-2H,(H,11,12,13)

Upstream product

• 271-63-6 7-Azaindole 
• 113423-51-1 3,3-Dibromo-1,3-dihydro-2H-pyrrolo[2,3-b]-pyridin-2-one 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 183208-34-6 5-bromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one 
• 916895-89-1 7-azaserotonin 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 183208-36-8 5-methoxy-1H-pyrrolo[2,3-b]pyridine 
• 183208-38-0 3-formyl-5-methoxy-1H-pyrrolo<2,3-b>pyridine 
• 183208-22-2 5-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1443684-72-7 5-bromo-2-ethoxycarbonyloxy-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester 
• 1443684-73-8 5-bromo-2-oxo-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester 
• 1443684-75-0 5-bromo-2-(2,6-difluoro-phenyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester 
• 1443684-76-1 5-bromo-2-(2,6-difluoro-phenyl)-1H-pyrrolo[2,3-b]pyridine 
• 1443684-77-2 2-(2,6-difluoro-phenyl)-5-(4-methoxycarbonyl-2-methyl-phenyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester 
• 1443684-36-3 4-[2-(2,6-difluoro-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-3-methyl-benzoic acid methyl ester 
• 1443684-78-3 2-(2,6-difluoro-phenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester 
• 1443684-39-6 2-(2,6-difluoro-phenyl)-5-(2-ethyl-5-pyridin-3-yl-2H-pyrazol-3-yl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Application of 7-azaisatins in enantioselective Morita-Baylis-Hillman reaction

7-Azaisatin and 7-azaoxindole skeletons are valuable building blocks in diverse biologically active substances. Here 7-azaisatins turned out to be more efficient electrophiles than the analogous isatins in the enantioselective Morita-Baylis-Hillman (MBH) reactions with maleimides using a bifunctional tertiary amine, β-isocupreidine (β-ICD), as the catalyst. This route allows a convenient approach to access multifunctional 3-hydroxy-7-aza-2-oxindoles with high enantiopurity (up to 94% ee). Other types of activated alkenes, such as acrylates and acrolein, could also be efficiently utilized.

Synthesizing method of 5-bromine-1H-pyrrolo[2,3-b]pyridine

The invention particularly relates to a synthesizing method of 5-bromine-1H-pyrrolo[2,3-b]pyridine. The synthesizing method is characterized in that 1H-pyrrolo[2,3-b]pyridine is dissolved in a solvent to have bromination reaction with a brominating agent under 5-40 DEG C, and reductive dehalogenation is performed under 20-50 DEG C after the bromination reaction to obtain 5-bromine-1,3-dihydro-2H-pyrrolo[2,3-b]pyridine-2-ketone; under the effect of a reducing agent, the 5-bromine-1,3-dihydro-2H-pyrrolo[2,3-b]pyridine-2-ketone has reduction reaction in a certain solvent under 25-40 DEG C, and oxidative dehydrogenation is performed at 25-60 DEG C after the reduction reaction to obtain the 5-bromine-1H-pyrrolo[2,3-b]pyridine. The synthesizing method has the advantages that the method is simple in reaction step and mild in reaction condition, the four-step reaction is simplified into two one-pot two-step reactions, the treatment process is simplified, and the use amount of organic solvents is reduced.

3-SUBSTITUTED PYRAZOLES AND USE AS DLK INHIBITORS

The present invention provides for compounds of Formula (I) and various embodiments thereof, and compositions comprising compounds of Formula (I) and various embodiments thereof. (I) In compounds of Formula I, the groups R1, R2, R3, R4, R5, R6 and R7 have the meaning as described herein. The present invention also provides for methods of using compounds of Formula I and compositions comprising compounds of Formula (I) as DLK inhibitors and for treating neurodegeneration diseases and disorders.