6-Bromo-5-methoxy-1-methyl-1H-indazole

Name: 6-Bromo-5-methoxy-1-methyl-1H-indazole
Brand: ChemScene
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CAS No. 1577179-97-5
Cat. No. CS-0056114
Molecule weight241.08
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+
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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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6-Bromo-5-methoxy-1-methyl-1H-indazole|CS-0056114

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General Information

CAS No. 1577179-97-5
Cat. No. CS-0056114
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂O
Molecular Weight 241.08
Synonym(s) 6-bromo-5-methoxy-1-methylindazole
SMILES CN1N=CC2=C1C=C(Br)C(OC)=C2

Description

6-Bromo-5-methoxy-1-methyl-1H-indazole features a bromine atom at the 6-position and a methoxy group at the 5-position, enabling diverse cross-coupling transformations. The methyl substituent at the 1-position enhances stability and solubility, while the indazole core provides a rigid, electron-deficient scaffold ideal for pharmaceutical and agrochemical applications.

Application

6-Bromo-5-methoxy-1-methyl-1H-indazole serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization via palladium-catalyzed cross-coupling. The bromo group facilitates Suzuki, Stille, and Negishi reactions, while the methoxy and methyl substituents provide orthogonal reactivity and enhanced solubility. Bench-stable and readily purified by flash chromatography, it functions efficiently in late-stage diversification of pharmaceutical scaffolds.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 27.05
LogP 2.3444
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Bromo-5-methoxy-1-methyl-1H-indazole

CAS No. 1577179-97-5

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