Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate

Name: Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate
Brand: ChemScene
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CAS No. 82231-58-1
Cat. No. CS-0045060
Purity≥96%
MDL No.None

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Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate|CS-0045060

Structure of 82231-58-1

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General Information

CAS No. 82231-58-1
Cat. No. CS-0045060
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂O₂
Molecular Weight 233.06
Synonym(s) None
SMILES O=C(OCC)CN1N=CC(Br)=C1

Description

Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate is a bench-stable, moisture-tolerant building block featuring a brominated pyrazole moiety and an ester-functionalized side chain. This structure enables direct coupling in cross-coupling reactions and facilitates incorporation into bioactive heterocyclic scaffolds.

Application

Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization via hydrolysis or reduction. This compound exhibits excellent bench stability and compatibility with standard reaction conditions, making it ideal for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  2075-45-8
- 105-36-2
- ~84%
- In-stock
  
  82231-58-1
References
- Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6804 - 6820

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H303-H313-H333
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 44.12
LogP 1.2087
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Ethyl 2-(4-bromo-1H-pyrazol-1-yl)acetate

CAS No. 82231-58-1

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