4-Bromo-1-(4-fluorophenyl)-1H-pyrazole

Name: 4-Bromo-1-(4-fluorophenyl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 957062-56-5
Cat. No. CS-0212475
Molecule weight241.06
Purity≥98%
MDL No.MFCD09801028

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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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4-Bromo-1-(4-fluorophenyl)-1H-pyrazole|CS-0212475

Structure of 957062-56-5

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General Information

CAS No. 957062-56-5
Cat. No. CS-0212475
Purity ≥98%
MDL No. MFCD09801028
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrFN₂
Molecular Weight 241.06
Synonym(s) 4-Bromo-1-(4-fluorophenyl)pyrazole
SMILES C1=C(C=CC(=C1)N2C=C(C=N2)Br)F

Description

4-Bromo-1-(4-fluorophenyl)-1H-pyrazole features a bromine atom at the C4 position and a para-fluorophenyl group attached to the pyrazole ring, delivering enhanced electron-withdrawing character. This scaffold enables efficient coupling in cross-coupling reactions, particularly under palladium catalysis, and serves as a key building block in medicinal chemistry for targeted drug discovery.

Application

4-Bromo-1-(4-fluorophenyl)-1H-pyrazole serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The bromo substituent facilitates Suzuki, Stille, and Negishi couplings, while the 4-fluorophenyl group enhances metabolic stability and modulates electronic properties. This compound exhibits excellent bench stability and simplifies purification, making it ideal for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- 2065-75-0
- In-stock
  
  352-34-1
- ~67%
- In-stock
  
  957062-56-5
References
- Gerstenberger, Brian S.; Rauckhorst, Mark R.; Starr, Jeremy T. Organic Letters, 2009 , vol. 11, # 10 p. 2097 - 2100
Route2
- In-stock
  
  81329-32-0
- ~%
- In-stock
  
  957062-56-5
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 21 p. 6019 - 6024

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-H312-H315-H319-H332-H335
Precautionary Statements : P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.82
LogP 2.7739
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-1-(4-fluorophenyl)-1H-pyrazole

CAS No. 957062-56-5

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