5-Bromo-2,7-dimethyl-2H-indazole

Name: 5-Bromo-2,7-dimethyl-2H-indazole
Brand: ChemScene
Availability: InStock
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CAS No. 1146637-10-6
Cat. No. CS-0101153
Purity≥98%
MDL No.MFCD12028637

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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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5-Bromo-2,7-dimethyl-2H-indazole|CS-0101153

Structure of 1146637-10-6

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General Information

CAS No. 1146637-10-6
Cat. No. CS-0101153
Purity ≥98%
MDL No. MFCD12028637
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=CC(Br)=CC2=CN(N=C12)C

Description

5-Bromo-2,7-dimethyl-2H-indazole is a sterically hindered heterocycle featuring a bromine substituent and two methyl groups at key positions, enabling selective functionalization. This electron-deficient scaffold integrates readily into cross-coupling reactions, offering robust stability under standard conditions for medicinal chemistry applications.

Application

5-Bromo-2,7-dimethyl-2H-indazole serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its bromine atom enables palladium-catalyzed cross-coupling reactions, while the methyl groups provide steric and electronic modulation. The indazole core offers enhanced metabolic stability and hydrogen-bonding capacity, making it valuable in medicinal chemistry campaigns. The compound exhibits excellent bench stability and facilitates straightforward purification via crystallization or flash chromatography.

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 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-2,7-dimethyl-2H-indazole

CAS No. 1146637-10-6

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