3-Amino-4-bromo-1-methylpyrazole

Name: 3-Amino-4-bromo-1-methylpyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 146941-72-2
Cat. No. CS-W009092
Purity≥95%
MDL No.MFCD00663065

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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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3-Amino-4-bromo-1-methylpyrazole|CS-W009092

Structure of 146941-72-2

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General Information

CAS No. 146941-72-2
Cat. No. CS-W009092
Purity ≥95%
MDL No. MFCD00663065
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆BrN₃
Molecular Weight 176.01
Synonym(s) 4-Bromo-1-methyl-1H-pyrazol-3-amine
SMILES CN1C=C(Br)C(N)=N1

Description

3-Amino-4-bromo-1-methylpyrazole is a heterocyclic building block featuring a pyrazole core with complementary amine, bromo, and methyl functionalities. This configuration enables direct coupling in cross-coupling reactions and facilitates downstream derivatization in medicinal chemistry and materials synthesis. The molecule exhibits good stability under standard conditions and integrates readily into complex molecular architectures.

Application

3-Amino-4-bromo-1-methylpyrazole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds through palladium-catalyzed cross-coupling and nucleophilic displacement reactions. The bromo group facilitates C–C bond formation under standard Suzuki-Miyaura conditions, while the amino functionality supports derivatization via acylation or electrophilic substitution. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the synthesis of heterocyclic compounds relevant to pharmaceutical research.

Synthesis

Route1
- In-stock
  
  1904-31-0
- ~%
- In-stock
  
  146941-72-2
References
- US5201938 A1, ;

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

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Computational Chemistry Data

TPSA 43.84
LogP 0.7648
H_Acceptors 3
H_Donors 1
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-Amino-4-bromo-1-methylpyrazole

CAS No. 146941-72-2

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