5-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine

Name: 5-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1190321-59-5
Cat. No. CS-0004464
Purity≥97%
MDL No.MFCD12963482

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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+
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5-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine|CS-0004464

Structure of 1190321-59-5

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General Information

CAS No. 1190321-59-5
Cat. No. CS-0004464
Purity ≥97%
MDL No. MFCD12963482
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 5-BroMo-6-chloro-7-azaindole
SMILES ClC(N=C(NC=C1)C1=C2)=C2Br

Description

5-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine is a heterocyclic building block featuring a bromo group at the 5-position and a chloro substituent at the 6-position on the pyrrolo[2,3-b]pyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, facilitating rapid access to complex nitrogen-containing architectures in medicinal chemistry and materials science.

Application

5-Bromo-6-chloro-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 and chloro substituents facilitate sequential functionalization, while the pyrrolopyridine core provides a rigid scaffold suitable for medicinal chemistry exploration. Bench-stable and readily purified by column chromatography, it supports scalable synthesis in drug discovery workflows.

Synthesis

Route1
- 1207625-25-9
- ~%
- In-stock
  
  1190321-59-5
References
- Daiichi Sankyo Company, Limited Patent: US2011/82138 A1, 2011 ; Location in patent: Page/Page column 61 ; US 20110082138 A1
Route2
- 1207625-24-8
- ~%
- In-stock
  
  1190321-59-5
References
- Daiichi Sankyo Company, Limited Patent: US2011/82138 A1, 2011 ; US 20110082138 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

TPSA 28.68
LogP 2.9788
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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5-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine

CAS No. 1190321-59-5

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