6-Bromo-1,5-dimethyl-1H-indazole

Name: 6-Bromo-1,5-dimethyl-1H-indazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1159511-83-7
Cat. No. CS-0061346
Purity≥97%
MDL No.MFCD12028628

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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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6-Bromo-1,5-dimethyl-1H-indazole|CS-0061346

Structure of 1159511-83-7

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General Information

CAS No. 1159511-83-7
Cat. No. CS-0061346
Purity ≥97%
MDL No. MFCD12028628
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂
Molecular Weight 225.09
Synonym(s) 6-bromo-1,5-dimethylindazole
SMILES CC1=CC2=C(C=C1Br)N(C)N=C2

Description

6-Bromo-1,5-dimethyl-1H-indazole is a sterically hindered heterocyclic scaffold featuring a bromine atom at the 6-position and methyl groups at both the 1- and 5-positions. This combination imparts enhanced stability and directs regioselective coupling in cross-coupling reactions. The electron-deficient core enables efficient integration into pharmaceutical intermediates and functional materials.

Application

6-Bromo-1,5-dimethyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The methyl groups at positions 1 and 5 enhance solubility and stability, while the indazole core provides a rigid, bioisosteric scaffold for drug discovery. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  1000343-69-0
- 74-88-4
- ~44%
- In-stock
  
  1159511-83-7
- 1159511-92-8
References
- CalciMedica, Inc. Patent: US2012/53210 A1, 2012 ; Location in patent: Page/Page column 64 ; US 20120053210 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
Precautionary Statements : P264-P280-P302+P352-P362+P364

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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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6-Bromo-1,5-dimethyl-1H-indazole

CAS No. 1159511-83-7

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