5-Bromo-2-methyl-2H-indazole-7-carbonitrile

Name: 5-Bromo-2-methyl-2H-indazole-7-carbonitrile
Brand: ChemScene
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CAS No. 2091296-91-0
Cat. No. CS-0527340
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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5-Bromo-2-methyl-2H-indazole-7-carbonitrile|CS-0527340

Structure of 2091296-91-0

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General Information

CAS No. 2091296-91-0
Cat. No. CS-0527340
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrN₃
Molecular Weight 236.07
Synonym(s) None
SMILES N#CC1=CC(Br)=CC2=CN(C)N=C12

Description

5-Bromo-2-methyl-2H-indazole-7-carbonitrile features a sterically hindered indazole core with complementary electron-withdrawing nitrile and bromine substituents, enabling efficient coupling in cross-coupling reactions. The methyl group enhances solubility while the carbonitrile provides a handle for further functionalization. This compound serves as a key building block in medicinal chemistry and materials science.

Application

5-Bromo-2-methyl-2H-indazole-7-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine and nitrile functionalities. The methyl group at the 2-position enhances metabolic stability, while the indazole core provides a rigid scaffold suitable for targeted receptor binding. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic architectures in 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 41.61
LogP 2.20748
H_Acceptors 3
H_Donors 0
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-2-methyl-2H-indazole-7-carbonitrile

CAS No. 2091296-91-0

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