6-Bromo-3-chloro-1H-indazole

Name: 6-Bromo-3-chloro-1H-indazole
Brand: ChemScene
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CAS No. 885271-78-3
Cat. No. CS-W003328
Purity≥98%
MDL No.MFCD06738283

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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. 885271-78-3
Cat. No. CS-W003328
Purity ≥98%
MDL No. MFCD06738283
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 1H-Indazole, 6-bromo-3-chloro-
SMILES ClC1=NNC2=C1C=CC(Br)=C2

Description

6-Bromo-3-chloro-1H-indazole is a halogenated indazole scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 6-position enables palladium-catalyzed coupling, while the chlorine at the 3-position offers orthogonal reactivity. This dual-halogenation pattern facilitates modular diversification in medicinal chemistry and materials synthesis.

Application

6-Bromo-3-chloro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen substitution pattern. The molecule exhibits good bench stability and facilitates the construction of complex heterocyclic scaffolds through sequential functionalization. Its dual halogen functionality supports orthogonal derivatization strategies, making it valuable for targeted library synthesis and API development.

Safety Information

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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 2.9788
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Bromo-3-chloro-1H-indazole

CAS No. 885271-78-3

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