6-Bromo-2-methyl-2H-indazole

Name: 6-Bromo-2-methyl-2H-indazole
Brand: ChemScene
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CAS No. 590417-95-1
Cat. No. CS-D0267
Purity≥97%
MDL No.MFCD09870048

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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+
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Structure of 590417-95-1

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General Information

CAS No. 590417-95-1
Cat. No. CS-D0267
Purity ≥97%
MDL No. MFCD09870048
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) 6-BROMO-2-METHYLINDAZOLE
SMILES CN1C=C2C=CC(Br)=CC2=N1

Description

6-Bromo-2-methyl-2H-indazole is a brominated indazole derivative featuring a methyl group at the 2-position and a bromine atom at the 6-position. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and bioactive molecule scaffolds. The molecule exhibits enhanced metabolic stability and favorable solubility profiles under standard conditions.

Application

6-Bromo-2-methyl-2H-indazole serves as a versatile building block for the synthesis of biologically active heterocycles, particularly in medicinal chemistry and agrochemical development. The bromine at the 6-position enables palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. This compound exhibits good bench stability, facilitates straightforward purification, and functions reliably in standard coupling protocols, making it a practical choice for constructing complex indazole-based scaffolds.

Synthesis

Route1
- 74-88-4
- ~43%
- In-stock
  
  590417-94-0
- In-stock
  
  590417-95-1
References
- WO2007/84451 A1, ; Page/Page column 142 ; WO 2007/084451 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 17.82
LogP 2.3358
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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6-Bromo-2-methyl-2H-indazole

CAS No. 590417-95-1

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