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

Name: 5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1256819-54-1
Cat. No. CS-0036545
Purity≥96%
MDL No.None

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5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine|CS-0036545

Structure of 1256819-54-1

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General Information

CAS No. 1256819-54-1
Cat. No. CS-0036545
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁BrN₂
Molecular Weight 239.11
Synonym(s) None
SMILES CC(C)C1=CNC2=C1C=C(C=N2)Br

Description

5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine is a sterically hindered heterocyclic scaffold featuring a bromine substituent at the 5-position and an isopropyl group at the 3-position. This configuration imparts enhanced stability and facilitates directed functionalization in cross-coupling reactions. The electron-deficient pyrrolo[2,3-b]pyridine core enables efficient transition metal-catalyzed transformations, making it a valuable building block for medicinal chemistry and materials science applications.

Application

5-Bromo-3-isopropyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The isopropyl group enhances solubility and modulates electronic properties, while the pyrrolo[2,3-b]pyridine core provides a rigid, planar scaffold suitable for targeted drug discovery. Bench-stable and readily purified, it functions efficiently in standard coupling protocols and heterocycle elaboration workflows.

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 28.68
LogP 3.4488
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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

CAS No. 1256819-54-1

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