5-Bromo-7-(trifluoromethyl)-1H-indazole

Name: 5-Bromo-7-(trifluoromethyl)-1H-indazole
Brand: ChemScene
Availability: InStock
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CAS No. 1374258-43-1
Cat. No. CS-0041313
Purity≥97%
MDL No.MFCD21602947

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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-7-(trifluoromethyl)-1H-indazole|CS-0041313

Structure of 1374258-43-1

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General Information

CAS No. 1374258-43-1
Cat. No. CS-0041313
Purity ≥97%
MDL No. MFCD21602947
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF₃N₂
Molecular Weight 265.03
Synonym(s) None
SMILES FC(C1=CC(Br)=CC2=C1NN=C2)(F)F

Description

5-Bromo-7-(trifluoromethyl)-1H-indazole is a heterocyclic scaffold featuring a bromine atom at the 5-position and a trifluoromethyl group at the 7-position, conferring enhanced electron-withdrawing character and metabolic stability. This combination enables efficient coupling in cross-coupling reactions, facilitating access to advanced pharmaceutical intermediates. The molecule exhibits robust bench stability and compatibility with standard reaction conditions.

Application

5-Bromo-7-(trifluoromethyl)-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the indazole core provides a rigid, hydrogen-bonding scaffold. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic architectures.

Synthesis

Route1
- 864539-96-8
- ~51%
- In-stock
  
  1374258-43-1
References
- Pfizer Inc Patent: US2012/108619 A1, 2012 ; Location in patent: Page/Page column 37 ;
Route2
- In-stock
  
  88301-98-8
- ~%
- In-stock
  
  1374258-43-1
References
- Pfizer Inc Patent: US2012/108619 A1, 2012 ;

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 28.68
LogP 3.3442
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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5-Bromo-7-(trifluoromethyl)-1H-indazole

CAS No. 1374258-43-1

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