6-Chloro-5-nitro-1H-indazole

Name: 6-Chloro-5-nitro-1H-indazole
Brand: ChemScene
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CAS No. 101420-98-8
Cat. No. CS-0060137
Purity≥97%
MDL No.MFCD08690109

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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+
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Structure of 101420-98-8

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Description

6-Chloro-5-nitro-1H-indazole is a heterocyclic scaffold featuring complementary electron-withdrawing groups at the 5- and 6-positions, enabling efficient coupling in cross-coupling reactions. The chlorine atom serves as a reliable handle for palladium-catalyzed transformations, while the nitro group enhances reactivity in electrophilic substitutions. This compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

6-Chloro-5-nitro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling site-selective functionalization via palladium-catalyzed cross-coupling reactions. The chloro group facilitates C–C bond formation under standard conditions, while the nitro function provides a handle for reduction to an amine or further derivatization. Its stability and compatibility with diverse reaction environments make it valuable for constructing complex heterocyclic scaffolds in API development.

General Information

CAS No. 101420-98-8
Cat. No. CS-0060137
Purity ≥97%
MDL No. MFCD08690109
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O₂
Molecular Weight 197.58
Synonym(s) 6-Chloro-5-nitro-2H-indazole
SMILES C1=C(C(=CC2=NNC=C12)Cl)[N+](=O)[O-]

Computational Chemistry Data

TPSA 71.82
LogP 2.1245
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Chloro-5-nitro-1H-indazole

CAS No. 101420-98-8

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