6-Bromo-1-methyl-1H-indazol-3(2H)-one

Name: 6-Bromo-1-methyl-1H-indazol-3(2H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1226985-36-9
Cat. No. CS-0160542
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+
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-methyl-1H-indazol-3(2H)-one|CS-0160542

Structure of 1226985-36-9

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General Information

CAS No. 1226985-36-9
Cat. No. CS-0160542
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂O
Molecular Weight 227.06
Synonym(s) None
SMILES O=C1NN(C)C2=C1C=CC(Br)=C2

Description

6-Bromo-1-methyl-1H-indazol-3(2H)-one features a brominated indazolone core with a methyl group at the nitrogen, offering a reactive site for cross-coupling and a stable scaffold for medicinal chemistry. This bench-stable heterocycle integrates readily into bioactive molecules, enabling efficient access to functionalized analogs in drug discovery workflows.

Application

6-Bromo-1-methyl-1H-indazol-3(2H)-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the 3(2H)-one carbonyl supports enolization and metal coordination. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of indazole-based pharmaceutical scaffolds.

Synthesis

Route1
- 60-34-4
- 179232-29-2
- ~70%
- In-stock
  
  1226985-36-9
References
- Wheeler, Rob C.; Baxter, Emma; Campbell, Ian B.; MacDonald, Simon J. F. Organic Process Research and Development, 2011 , vol. 15, # 3 p. 565 - 569
Route2
- In-stock
  
  112704-79-7
- ~%
- In-stock
  
  1226985-36-9
References
- Wheeler, Rob C.; Baxter, Emma; Campbell, Ian B.; MacDonald, Simon J. F. Organic Process Research and Development, 2011 , vol. 15, # 3 p. 565 - 569

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 37.79
LogP 1.6291
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Bromo-1-methyl-1H-indazol-3(2H)-one

CAS No. 1226985-36-9

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