5-Chloro-7-azaindole

Name: 5-Chloro-7-azaindole
Brand: ChemScene
Availability: InStock
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CAS No. 866546-07-8
Cat. No. CS-B0095
Purity≥98%
MDL No.MFCD06659676

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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 866546-07-8

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General Information

CAS No. 866546-07-8
Cat. No. CS-B0095
Purity ≥98%
MDL No. MFCD06659676
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 5-chloro-1H-pyrrolo[2,3-b]pyridine; 5-Chloro-1H-pyrrolo[2,3-b]pyridine
SMILES ClC1=CC2=C(NC=C2)N=C1

Description

5-Chloro-7-azaindole is a heterocyclic building block featuring a chlorine substituent at the 5-position and a nitrogen atom at the 7-position of the indole scaffold. This electron-deficient core enhances reactivity in cross-coupling processes and serves as a key scaffold for medicinal chemistry, particularly in kinase inhibitor development and bioactive molecule design.

Application

5-Chloro-7-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of bioactive scaffolds. Its electron-deficient pyridine-like core facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions. The chlorine substituent provides a handle for palladium-mediated functionalization, while the nitrogen-rich framework enhances solubility and hydrogen-bonding capacity. Bench-stable and compatible with diverse reaction conditions, it functions effectively in parallel synthesis campaigns and API development workflows.

Synthesis

Route1
- 1262985-26-1
- ~70%
- In-stock
  
  866546-07-8
References
- Hildbrand, Stefan; Mair, Hans-Juergen; Radinov, Roumen Nikolaev; Ren, Yi; Wright, James Anderson Patent: US2011/28511 A1, 2011 ; Location in patent: Page/Page column 14 ;
Route2
- 866546-06-7
- ~90%
- In-stock
  
  866546-07-8
References
- VERTEX PHARMACEUTICALS INCORPORATED? Patent: WO2005/95400 A1, 2005 ; Location in patent: Page/Page column 342; 343 ; WO 2005/095400 A1
Route3
- 866318-90-3
- ~85%
- In-stock
  
  866546-07-8
References
- CARNA BIOSCIENCES, INC.; SBI BIOTECH CO., LTD.; Irie, Takayuki; Sawa, Ayako; Sawa, Masaaki; Asami, Tokiko; Funakoshi, Yoko; Tanaka, Chika Patent: US2014/18533 A1, 2014 ; Location in patent: Paragraph 0078; 0079 ;

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
Precautionary Statements : P264-P270-P330-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

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-Chloro-7-azaindole

CAS No. 866546-07-8

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