5-Bromo-3-chloro-1H-indazole

Name: 5-Bromo-3-chloro-1H-indazole
Brand: ChemScene
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CAS No. 36760-19-7
Cat. No. CS-0050603
Purity≥98%
MDL No.None

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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+
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Structure of 36760-19-7

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General Information

CAS No. 36760-19-7
Cat. No. CS-0050603
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 1H-indazole, 5-bromo-3-chloro-
SMILES ClC1=NNC2=CC=C(Br)C=C12

Description

5-Bromo-3-chloro-1H-indazole features a fused bicyclic core with complementary halogen substituents at the 5- and 3-positions, enabling selective functionalization in cross-coupling reactions. The electron-deficient indazole scaffold enhances reactivity in palladium-catalyzed transformations, while the bromo and chloro groups offer orthogonal handling options for sequential derivatization. This bench-stable compound serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

5-Bromo-3-chloro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at both the 5-bromo and 3-chloro positions via palladium-catalyzed cross-coupling reactions. Its dual halogenation pattern supports sequential derivatization, facilitating rapid access to substituted indazole scaffolds with enhanced structural diversity. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, making it well-suited for modular synthesis of bioactive heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  29110-74-5
- ~52%
- In-stock
  
  36760-19-7
References
- US2007/123527 A1, ; Page/Page column 95 ;
Route2
- In-stock
  
  53857-57-1
- ~%
- In-stock
  
  36760-19-7
References
- Bioorganic and Medicinal Chemistry, , vol. 15, # 6 p. 2441 - 2452

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-P330-P362+P364-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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5-Bromo-3-chloro-1H-indazole

CAS No. 36760-19-7

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