3-Bromo-1H-pyrazol-4-amine

Name: 3-Bromo-1H-pyrazol-4-amine
Brand: ChemScene
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CAS No. 1374394-78-1
Cat. No. CS-W005906
Purity≥95%
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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Structure of 1374394-78-1

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General Information

CAS No. 1374394-78-1
Cat. No. CS-W005906
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₄BrN₃
Molecular Weight 161.99
Synonym(s) 5-bromo-1H-pyrazol-4-amine
SMILES NC1=CNN=C1Br

Description

3-Bromo-1H-pyrazol-4-amine features a bromine substituent at the 3-position and a primary amine at the 4-position on the pyrazole ring, enabling direct functionalization in medicinal chemistry. The electron-deficient heterocycle facilitates cross-coupling reactions, while the amine group supports derivatization and hydrogen bonding interactions. This compound serves as a key intermediate for bioactive molecules and advanced materials.

Application

3-Bromo-1H-pyrazol-4-amine serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the C4 position via Pd-catalyzed cross-coupling reactions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the pyrazole nitrogen atoms offer moderate basicity and hydrogen-bonding capacity. Bench-stable and readily purified by crystallization, it functions effectively in multi-step syntheses of kinase inhibitors, antiviral agents, and other bioactive scaffolds.

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 54.7
LogP 0.7544
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3-Bromo-1H-pyrazol-4-amine

CAS No. 1374394-78-1

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