6-Chloro-1H-indazol-4-amine

Name: 6-Chloro-1H-indazol-4-amine
Brand: ChemScene
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CAS No. 885519-32-4
Cat. No. CS-W007053
Purity≥98%
MDL No.MFCD07781370

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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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General Information

CAS No. 885519-32-4
Cat. No. CS-W007053
Purity ≥98%
MDL No. MFCD07781370
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClN₃
Molecular Weight 167.60
Synonym(s) None
SMILES NC1=C2C=NNC2=CC(Cl)=C1

Description

6-Chloro-1H-indazol-4-amine is a bench-stable heterocyclic amine featuring a chlorine substituent at the 6-position and a primary amine at the 4-position. This configuration enables direct coupling in cross-coupling reactions, facilitating rapid access to functionalized indazoles for medicinal chemistry applications. The electron-deficient aromatic core enhances reactivity in palladium-catalyzed transformations.

Application

6-Chloro-1H-indazol-4-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. Its chlorine substituent provides high reactivity in Suzuki, Buchwald-Hartwig, and other standard transition-metal-mediated transformations, facilitating rapid diversification of indazoline scaffolds. The compound exhibits excellent bench stability and is readily purified by recrystallization or chromatography, making it ideal for high-throughput synthesis of kinase inhibitors and other bioactive heterocycles.

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

Quality Control

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Computational Chemistry Data

TPSA 54.7
LogP 1.7985
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Chloro-1H-indazol-4-amine

CAS No. 885519-32-4

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