5-(4-Bromophenyl)-1H-pyrazol-3-amine

Name: 5-(4-Bromophenyl)-1H-pyrazol-3-amine
Brand: ChemScene
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CAS No. 78583-82-1
Cat. No. CS-0146988
Purity≥98%
MDL No.MFCD00558911

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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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5-(4-Bromophenyl)-1H-pyrazol-3-amine|CS-0146988

Structure of 78583-82-1

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General Information

CAS No. 78583-82-1
Cat. No. CS-0146988
Purity ≥98%
MDL No. MFCD00558911
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrN₃
Molecular Weight 238.08
Synonym(s) 5-(4-Bromophenyl)-2H-Pyrazol-3-Ylamine
SMILES BrC1=CC=C(C2=CC(N)=NN2)C=C1

Description

5-(4-Bromophenyl)-1H-pyrazol-3-amine features a brominated phenyl group attached to a pyrazole core, delivering enhanced electron-withdrawing character and enabling direct functionalization in cross-coupling reactions. The amine handle facilitates conjugation, while the scaffold exhibits robust stability under standard conditions.

Application

5-(4-Bromophenyl)-1H-pyrazol-3-amine serves as a versatile building block for the synthesis of functionalized pyrazole-based scaffolds. Its bromo substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl architectures. The pyrazole nitrogen supports diverse derivatization and acts as a hydrogen-bonding donor in target-directed synthesis. Bench-stable and amenable to standard purification techniques, it functions effectively in medicinal chemistry campaigns requiring modular heterocycle elaboration.

Synthesis

Route1
- 78583-87-6
- ~65%
- In-stock
  
  78583-82-1
References
- Hartmann, Horst; Liebscher, Juergen Synthesis, 1984 , # 3 p. 276 - 277
Route2
- In-stock
  
  4592-94-3
- ~%
- In-stock
  
  78583-82-1
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 3 p. 922 - 926

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 54.7
LogP 2.4214
H_Acceptors 2
H_Donors 2
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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5-(4-Bromophenyl)-1H-pyrazol-3-amine

CAS No. 78583-82-1

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