757978-18-0

Basic information

• Product Name: 5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE;5-Bromo-3-iodo-7-azaindole;Zinc04352700;1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-iodo-;5-Bromo-3-iodo-1H-pyrrolo(2,3-b)pyridine 97%
• CAS NO: 757978-18-0
• Molecular Formula: C₇H₄BrIN₂
• Molecular Weight: 322.93
• EINECS: 1308068-626-2
• Product Categories: Heterocycle-Pyridine series
• Mol File: 757978-18-0.mol
• Article Data: 33

Chemical Properties

• Melting Point: 227.3-227.7°C
• Boiling Point: 324℃
• Flash Point: 150℃
• Appearance: /
• Density: 2.52
• Vapor Pressure: 5.21E-06mmHg at 25°C
• Refractive Index: 1.804
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 11.42±0.40(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE(757978-18-0)
• EPA Substance Registry System: 5-BROMO-3-IODO-1H-PYRROLO[2,3-B]PYRIDINE(757978-18-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 757978-18-0(Hazardous Substances Data)

Usage

Uses

5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine is a useful intermediate for organic synthesis.

InChI:InChI=1/C7H4BrIN2/c8-4-1-5-6(9)3-11-7(5)10-2-4/h1-3H,(H,10,11)

Upstream product

• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 905966-34-9 5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine 
• 381233-96-1 2-amino-3-iodo-5-bromopyridine 
• 5264-35-7 2-methoxy-1-pyrroline 

Downstream Products

• 757978-19-1 5-bromo-3-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 875639-49-9 5-bromo-3-iodo-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 
• 1046831-94-0 5-bromo-3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo [2,3-b] pyridine 
• 875639-15-9 5-bromo-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 875637-14-2 3-phenyl-5-(3-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine 
• 1450642-41-7 3-(1-(2-fluorobenzyl)-1H-pyrazol-4-yl)-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine 
• 1351477-91-2 C₃₆H₃₅N₅O₄S 
• 1351478-19-7 C₃₃H₃₅N₅O₃S 
• 1351478-20-0 C₂₆H₂₉N₅O 
• 1351477-47-8 6-{2-methyl-5-[4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-pyridin-3-ol 
• 1351478-18-6 5-bromo-3-(5-methoxy-pyridin-2-yl)-2-methyl-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Pd-Catalyzed Sequential Arylation of 7-Azaindoles: Aggregate-Induced Emission of Tetra-Aryl 7-Azaindoles

Pd-catalyzed synthesis of multi-aryl 7-azaindoles using sequential arylation of 5-bromo-6-chloro-3-iodo-1-methyl-1H-pyrrolo[2,3-b] pyridine is established. Four diverse aryl groups are installed in a chemo-selective fashion providing a general method to synthesize sterically encumbered compounds and extended 7-azaindoles in 48-95% yields. Three-selective sequential arylations at C-3, C-5, and C-6 via Suzuki-Miyaura cross-coupling followed by direct C-2 arylation using a Pd catalyst and AgOTf as an additive are highlights of the present work. Interestingly, the tetra-aryl 7-azaindoles showed aggregate-induced emission (AIE) making it potentially useful as fluorophores in OLEDs, sensors, and bio-imaging tools.

Discovery of a series of 1H-pyrrolo[2,3-b]pyridine compounds as potent TNIK inhibitors

In an in-house screening, 1H-pyrrolo[2,3-b]pyridine scaffold was found to have high inhibition on TNIK. Several series of compounds were designed and synthesized, among which some compounds had potent TNIK inhibition with IC50 values lower than 1 nM. Some compounds showed concentration-dependent characteristics of IL-2 inhibition. These results provided new applications of TNIK inhibitors and new prospects of TNIK as a drug target.

PYRROLO[2,3-B]PYRIDINES AS HPK1 INHIBITOR AND USES THEREOF

Disclosed herein is a compound of Formula (I), or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions comprising thereof. Also disclosed is a method of treating HPK1 related disorders or diseases by using the compound disclosed herein.