4-Bromo-5-methyl-1H-pyrazol-3-amine

Name: 4-Bromo-5-methyl-1H-pyrazol-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1780-72-9
Cat. No. CS-0035978
Purity≥97%
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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4-Bromo-5-methyl-1H-pyrazol-3-amine|CS-0035978

Structure of 1780-72-9

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General Information

CAS No. 1780-72-9
Cat. No. CS-0035978
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆BrN₃
Molecular Weight 176.02
Synonym(s) None
SMILES CC1=NNC(=C1Br)N

Description

4-Bromo-5-methyl-1H-pyrazol-3-amine features a bromine substituent at C4 and a methyl group at C5, creating a sterically hindered, electron-deficient pyrazole core. This scaffold integrates readily into heterocyclic frameworks, enabling efficient coupling in medicinal chemistry applications. The primary amine facilitates conjugation and functionalization under standard conditions.

Application

4-Bromo-5-methyl-1H-pyrazol-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the primary amine supports derivatization via acylation or condensation. The methyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for targeted heterocycle elaboration.

Synthesis

Route1
- 4027-56-9
- ~%
- In-stock
  
  1780-72-9
References
- Gazzetta Chimica Italiana, , vol. 78, p. 178,188
Route2
- 32258-58-5
- ~%
- In-stock
  
  1780-72-9
References
- Gazzetta Chimica Italiana, , vol. 78, p. 178,188

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 54.7
LogP 1.06282
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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4-Bromo-5-methyl-1H-pyrazol-3-amine

CAS No. 1780-72-9

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