1-(Benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

Name: 1-(Benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1245649-52-8
Cat. No. CS-0052839
Purity≥97%
MDL No.None

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1-(Benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine|CS-0052839

Structure of 1245649-52-8

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Description

This pyrrolo[2,3-b]pyridine scaffold integrates a benzenesulfonyl group and dual electron-withdrawing substituents—chloro and nitro—at strategic positions, enabling high reactivity in cross-coupling and electrophilic substitution processes. The fused heterocyclic core offers enhanced stability under standard conditions, while the sulfonyl moiety improves solubility and facilitates downstream functionalization.

Application

1-(Benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactive sites. The benzenesulfonyl group enhances solubility and stability, while the chloro and nitro functionalities support sequential functionalization. Its bench-stable nature and compatibility with standard synthetic protocols make it suitable for medicinal chemistry campaigns requiring precise scaffold elaboration.

General Information

CAS No. 1245649-52-8
Cat. No. CS-0052839
Purity ≥97%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₈ClN₃O₄S
Molecular Weight 337.74
Synonym(s) 4-Chloro-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-B]pyridine
SMILES [O-][N+](=O)C1=CN=C2N(C=CC2=C1Cl)S(=O)(=O)C1=CC=CC=C1

Computational Chemistry Data

TPSA 95.1
LogP 2.8349
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

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 Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(Benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

CAS No. 1245649-52-8

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