5-Bromo-2,6-dimethyl-2H-indazole

Name: 5-Bromo-2,6-dimethyl-2H-indazole
Brand: ChemScene
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CAS No. 1159511-90-6
Cat. No. CS-0105043
Purity≥97%
MDL No.MFCD12028636

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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+
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5-Bromo-2,6-dimethyl-2H-indazole|CS-0105043

Structure of 1159511-90-6

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General Information

CAS No. 1159511-90-6
Cat. No. CS-0105043
Purity ≥97%
MDL No. MFCD12028636
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂
Molecular Weight 225.09
Synonym(s) None
SMILES CC1=CC2=NN(C)C=C2C=C1Br

Description

5-Bromo-2,6-dimethyl-2H-indazole features a sterically hindered indazole core with bromine and methyl groups at strategic positions, enabling selective functionalization in cross-coupling reactions. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block for bioactive molecule synthesis under standard conditions.

Application

5-Bromo-2,6-dimethyl-2H-indazole serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates efficient Suzuki, Stille, or Negishi couplings, while the methyl groups enhance solubility and metabolic stability. This scaffold exhibits excellent bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis of heterocyclic APIs and targeted compound libraries.

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

TPSA 17.82
LogP 2.64422
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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5-Bromo-2,6-dimethyl-2H-indazole

CAS No. 1159511-90-6

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