7-Chloro-6-azaindole

Name: 7-Chloro-6-azaindole
Brand: ChemScene
Availability: InStock
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CAS No. 357263-41-3
Cat. No. CS-W001544
Purity≥96%
MDL No.MFCD03839905

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 357263-41-3

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General Information

CAS No. 357263-41-3
Cat. No. CS-W001544
Purity ≥96%
MDL No. MFCD03839905
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 7-Chloro-1H-pyrrolo[2,3-c]pyridine
SMILES Clc1nccc2c1[nH]cc2

Description

7-Chloro-6-azaindole is a bench-stable, electron-deficient heterocycle featuring a chlorine substituent at the 7-position and a nitrogen atom at the 6-position of the indole scaffold. This structural motif enables efficient coupling reactions in medicinal chemistry and materials science, particularly in constructing bioactive scaffolds and functional polymers under standard conditions.

Application

7-Chloro-6-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through palladium-catalyzed cross-coupling reactions. Its electron-deficient pyridine core enhances reactivity in C–H functionalization and Suzuki-Miyaura coupling, while the chloro substituent provides a handle for further derivatization. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid analog generation in drug discovery campaigns.

Synthesis

Route1
- In-stock
  
  5470-18-8
- 1826-67-1
- ~38%
- In-stock
  
  357263-41-3
References
- Blaazer, Antoni R.; Lange, Jos H.M.; Van Der Neut, Martina A.W.; Mulder, Arie; Den Boon, Femke S.; Werkman, Taco R.; Kruse, Chris G.; Wadman, Wytse J. European Journal of Medicinal Chemistry, 2011 , vol. 46, # 10 p. 5086 - 5098
Route2
- In-stock
  
  5470-18-8
- ~%
- In-stock
  
  53406-38-5
- In-stock
  
  357263-41-3
References
- US2002/61892 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 28.68
LogP 2.2163
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 Pyrazole compounds

Key Words

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7-Chloro-6-azaindole

CAS No. 357263-41-3

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