4-Bromo-5-fluoro-1h-pyrrolo[2,3-b]pyridine

Name: 4-Bromo-5-fluoro-1h-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 916177-01-0
Cat. No. CS-0004691
Molecule weight215.02
Purity≥97%
MDL No.MFCD15529244

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4-Bromo-5-fluoro-1h-pyrrolo[2,3-b]pyridine|CS-0004691

Structure of 916177-01-0

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General Information

CAS No. 916177-01-0
Cat. No. CS-0004691
Purity ≥97%
MDL No. MFCD15529244
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrFN₂
Molecular Weight 215.02
Synonym(s) 4-BroMo-5-fluoro-7-azaindole
SMILES BrC1=C2C(NC=C2)=NC=C1F

Description

4-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine is a heteroaryl building block featuring dual halogen substituents enabling efficient cross-coupling. The electron-deficient pyrrolopyridine core supports palladium-catalyzed reactions, while the strategic bromo and fluoro positions facilitate sequential functionalization. This scaffold delivers high reactivity in C–H activation and Suzuki-Miyaura processes, making it valuable for medicinal chemistry and materials synthesis.

Application

4-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling reactions. Its bromo and fluoro substituents enable sequential functionalization via palladium-catalyzed coupling, while the pyrrolo[2,3-b]pyridine core provides structural rigidity and favorable electronic properties. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex nitrogen-containing scaffolds in API development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 28.68
LogP 2.4645
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4-Bromo-5-fluoro-1h-pyrrolo[2,3-b]pyridine

CAS No. 916177-01-0

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