4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine

Name: 4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 5912-18-5
Cat. No. CS-D1619
Purity≥95%
MDL No.MFCD09880157

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine|CS-D1619

Structure of 5912-18-5

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Description

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine is a heterocyclic scaffold featuring two chlorine substituents at electron-rich positions, enabling direct functionalization in cross-coupling and C–H activation reactions. The dichloro substitution pattern enhances electrophilicity at the pyrrolopyridine core, facilitating efficient incorporation into bioactive molecules and advanced materials. This bench-stable compound serves as a key building block for medicinal chemistry and catalyst development.

Application

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential derivatization, while the pyrrolo[2,3-b]pyridine core offers enhanced metabolic stability and favorable binding properties in kinase inhibitor scaffolds. Bench-stable and readily purified by column chromatography, it facilitates scalable synthesis of complex heterocyclic architectures.

General Information

CAS No. 5912-18-5
Cat. No. CS-D1619
Purity ≥95%
MDL No. MFCD09880157
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Cl₂N₂
Molecular Weight 187.03
Synonym(s) CC-000001
SMILES ClC1=CC(Cl)=C2C(NC=C2)=N1

Computational Chemistry Data

TPSA 28.68
LogP 2.8697
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine

CAS No. 5912-18-5

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