183208-34-6

Basic information

• Product Name: 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE
• Synonyms: 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE;5-Bromo-7-Aza-Indolin-2(3h)-One;2H-Pyrrolo[2,3-b]pyridin-2-one, 5-bromo-1,3-dihydro-;5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one;5-Bromo-1H-pyrrolo[2,3-b]...;5-Bromo-7-aza-2-oxindole;5-broMo-1H-pyrrolo[2;5-Bromo-2,3-dihydro-7-azaindole-2-one
• CAS NO: 183208-34-6
• Molecular Formula: C₇H₅BrN₂O
• Molecular Weight: 213.0314
• EINECS: 200-589-5
• Product Categories: CHIRAL CHEMICALS
• Mol File: 183208-34-6.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 387.799 °C at 760 mmHg
• Flash Point: 188.335 °C
• Appearance: /
• Density: 1.768 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 0.472mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 1.98±0.20(Predicted)
• CAS DataBase Reference: 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE(183208-34-6)
• EPA Substance Registry System: 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE(183208-34-6)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 183208-34-6(Hazardous Substances Data)

Usage

Chemical Properties

Pink powder

Upstream product

• 183208-32-4 3,3,5-Tribromo-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one 
• 271-63-6 7-Azaindole 
• 92635-29-5 3,3,5-tribromo-2-oxindole 
• 113423-51-1 3,3-Dibromo-1,3-dihydro-2H-pyrrolo[2,3-b]-pyridin-2-one 
• 13939-06-5 molybdenum hexacarbonyl 
• 206997-15-1 2-amino-5-bromo-3-pyridinecarbaldehyde 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 189563-97-1 5-Vinyl-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 223646-21-7 ethyl 2-oxo-2,3-dihydro-1H-pyrollo[2,3-b]pyridine-5-carboxylate 
• 371758-71-3 5-(2-thienyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one 
• 223646-08-0 5-phenyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one 
• 1207623-97-9 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydropyrrolo[2,3-b]pyridin-2-one 
• 916895-89-1 7-azaserotonin 
• 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 
• 189563-98-2 2-Oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde 
• 189563-99-3 5-(Hydroxy-phenyl-methyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one 
• 611204-90-1 5-(3-fluoro-phenyl)-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one 
• 1111637-70-7 2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-ylboronic acid 

Relevant articles and documents

Substituted ring compound and its method and use thereof

The invention provides a substituted cyclic compound as well as a use method and application thereof. The compound is a compound as shown in a formula (I) or stereoisomers, stereomers, tautomers, nitric oxides, solvates, metabolites and pharmaceutically acceptable salts or prodrugs of the compound as shown in the formula (I). The invention further provides a medicament composition containing the compound. The compound and the medicament composition are capable of regulating the activity of protein kinase in a biological sample body and are used for protecting, treating or relieving proliferative diseases of patients. The formula (I) is as shown in the specification.

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.