4-Chloro-5-fluoro-7-azaindole

Name: 4-Chloro-5-fluoro-7-azaindole
Brand: ChemScene
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CAS No. 882033-66-1
Cat. No. CS-M0018
Molecule weightNone
Purity≥95%
MDL No.MFCD12962817

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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 882033-66-1

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General Information

CAS No. 882033-66-1
Cat. No. CS-M0018
Purity ≥95%
MDL No. MFCD12962817
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClFN₂
Molecular Weight None
Synonym(s) 4-Chloro-5-fluoro-1H-pyrrolo[2,3-b]pyridine
SMILES ClC1=C2C(NC=C2)=NC=C1F

Description

4-Chloro-5-fluoro-7-azaindole is a heterocyclic scaffold featuring complementary halogen substituents that enable selective cross-coupling reactions. This electron-deficient azaindole integrates readily into pharmaceutical intermediates, offering enhanced solubility and metabolic stability compared to parent indole systems.

Application

4-Chloro-5-fluoro-7-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of kinase inhibitors and other bioactive scaffolds. Its orthogonal reactivity profile—wherein the chloro group undergoes palladium-catalyzed cross-coupling while the fluoro substituent offers site-specific functionalization—facilitates rapid diversification. The 7-azaindole core provides enhanced solubility and improved metabolic stability compared to indole analogs, making it valuable for lead optimization campaigns.

Synthesis

Route1
- 685513-94-4
- ~%
- In-stock
  
  882033-66-1
References
- ASTELLAS PHARMA INC. Patent: WO2007/7919 A2, 2007 ; Location in patent: Page/Page column 43 ; WO 2007/007919 A2
Route2
- 882033-65-0
- ~%
- In-stock
  
  882033-66-1
References
- Aventis Pharma S.A. Patent: US2007/93480 A1, 2007 ; Location in patent: Page/Page column 64 ;

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 2.3554
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

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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4-Chloro-5-fluoro-7-azaindole

CAS No. 882033-66-1

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