3-Bromo-1H-pyrrolo[2,3-c]pyridine

Name: 3-Bromo-1H-pyrrolo[2,3-c]pyridine
Brand: ChemScene
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CAS No. 67058-76-8
Cat. No. CS-W006182
Purity≥97%
MDL No.MFCD06738910

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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3-Bromo-1H-pyrrolo[2,3-c]pyridine|CS-W006182

Structure of 67058-76-8

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General Information

CAS No. 67058-76-8
Cat. No. CS-W006182
Purity ≥97%
MDL No. MFCD06738910
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 3-Bromo-1H-pyrrolo[2,3-c]pyridine3-Bromo-6-azaindole
SMILES BrC1=CNC2=C1C=CN=C2

Description

3-Bromo-1H-pyrrolo[2,3-c]pyridine is a heteroaromatic building block featuring a brominated pyrrolopyridine core. This scaffold integrates readily into transition-metal-catalyzed couplings, offering efficient access to complex nitrogen-containing architectures. The bromine substituent enables selective functionalization under mild conditions, while the electron-deficient ring system enhances reactivity in cross-coupling processes.

Application

3-Bromo-1H-pyrrolo[2,3-c]pyridine serves as a versatile heterocyclic building block for the synthesis of pharmaceutical intermediates and functional materials. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi transformations, facilitating rapid diversification of the core scaffold. The molecule exhibits good bench stability and compatibility with common protecting groups, enabling efficient incorporation into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  271-29-4
- ~61%
- In-stock
  
  67058-76-8
References
- Gallou, Fabrice; Reeves, Jonathan T.; Tan, Zhulin; Song, Jinhua J.; Yee, Nathan K.; Harcken, Christian; Liu, Pingrong; Thomson, David; Senanayake, Chris H. Synlett, 2007 , # 2 p. 211 - 214

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 2.3254
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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3-Bromo-1H-pyrrolo[2,3-c]pyridine

CAS No. 67058-76-8

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