5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid

Name: 5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 54367-67-8
Cat. No. CS-0045239
Purity≥95%
MDL No.MFCD22052492

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid|CS-0045239

Structure of 54367-67-8

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General Information

CAS No. 54367-67-8
Cat. No. CS-0045239
Purity ≥95%
MDL No. MFCD22052492
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O₂
Molecular Weight 205.01
Synonym(s) None
SMILES O=C(C1=C(Br)N(C)N=C1)O

Description

5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid features a brominated pyrazole core with a methyl group at N1 and a carboxylic acid at C4, delivering enhanced electrophilicity for cross-coupling reactions. This bench-stable, moisture-tolerant reagent integrates readily into medicinal chemistry scaffolds and enables efficient access to bioactive heterocycles under standard conditions.

Application

5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyrazole scaffolds. The molecule combines a bromine handle for palladium-catalyzed cross-coupling with a carboxylic acid group amenable to amidation or esterification, offering orthogonal reactivity for diversification. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for modular synthesis of bioactive compounds and API intermediates.

Synthesis

Route1
- In-stock
  
  31037-02-2
- ~%
- In-stock
  
  54367-67-8
References
- Pfizer Inc. Patent: US2012/214791 A1, 2012 ; US 20120214791 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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 55.12
LogP 0.8808
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid

CAS No. 54367-67-8

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