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

Name: 3-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1190309-71-7
Cat. No. CS-0051466
Purity≥97%
MDL No.None

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3-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine|CS-0051466

Structure of 1190309-71-7

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General Information

CAS No. 1190309-71-7
Cat. No. CS-0051466
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrFN₂
Molecular Weight 215.02
Synonym(s) 3-broMo-5-fluoro-1H-pyrrolo[2
SMILES FC1=CN=C2NC=C(Br)C2=C1

Description

3-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine is a heteroaromatic building block featuring strategically positioned bromo and fluoro substituents that enable selective cross-coupling reactions. The electron-deficient pyrrolopyridine core facilitates palladium-catalyzed transformations, while the bench-stable, moisture-tolerant structure supports reliable handling in synthetic workflows.

Application

3-Bromo-5-fluoro-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluoro substituent enhances metabolic stability and modulates electronic properties in pharmaceutical scaffolds. Bench-stable and readily purified by flash chromatography, it functions efficiently in multi-step syntheses of kinase inhibitors and CNS-targeted compounds.

Safety Information

Download SDS

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

CAS No. 1190309-71-7

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