6-Bromo-4-methyl-1H-indazole

Name: 6-Bromo-4-methyl-1H-indazole
Brand: ChemScene
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CAS No. 885520-98-9
Cat. No. CS-D0158
Purity≥97%
MDL No.MFCD07781476

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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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General Information

CAS No. 885520-98-9
Cat. No. CS-D0158
Purity ≥97%
MDL No. MFCD07781476
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) 1H-Indazole,6-bromo-4-methyl
SMILES CC1=CC(Br)=CC2=C1C=NN2

Description

6-Bromo-4-methyl-1H-indazole is a heterocyclic scaffold featuring a bromine substituent at the 6-position and a methyl group at the 4-position, enabling selective functionalization in medicinal chemistry. The electron-deficient indazole core supports transition metal-catalyzed coupling reactions, while its bench-stable nature facilitates handling under standard conditions. This compound serves as a key intermediate for bioactive molecule synthesis.

Application

6-Bromo-4-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for C–C bond formation. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl group enhances metabolic stability. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

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 2.63382
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Bromo-4-methyl-1H-indazole

CAS No. 885520-98-9

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