50877-41-3

Basic information

• Product Name: 1-Benzyl-4-bromo-1H-pyrazole
• Synonyms: 1-Benzyl-4-bromo-1H-pyrazole;Albb-006334;1-Benzyl-4-bromopyrazole;1-benzyl-4-bromo-1H-pyrazole(SALTDATA: FREE);4-BroMo-1-benzyl-1H-pyrazole;4-BroMo-1-(phenylMethyl)--1H-pyrazole;4-Bromo-1-benzyl-1H-pyrazole 97%;4-bromo-1-(phenylmethyl)pyrazole
• CAS NO: 50877-41-3
• Molecular Formula: C₁₀H₉BrN₂
• Molecular Weight: 237.1
• Product Categories: blocks;Bromides
• Mol File: 50877-41-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 344.4 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.44 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Benzyl-4-bromo-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-4-bromo-1H-pyrazole(50877-41-3)
• EPA Substance Registry System: 1-Benzyl-4-bromo-1H-pyrazole(50877-41-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 50877-41-3(Hazardous Substances Data)

Usage

Description

1-Benzyl-4-bromo-1H-pyrazole is an organic compound that features a pyrazole core with a benzyl group at the 1-position and a bromine atom at the 4-position. This structural arrangement endows it with unique chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical and Chemical Synthesis:
1-Benzyl-4-bromo-1H-pyrazole is used as an intermediate in the synthesis of various amines and amino acids that contain the pyrazole nucleus. These compounds are of interest due to their close structural resemblance to imidazole derivatives, such as histamine and histidine, which are biologically active molecules with significant roles in physiological processes.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-Benzyl-4-bromo-1H-pyrazole is utilized as a building block for the development of new pharmaceutical agents. Its unique structure allows for the design of molecules with potential therapeutic applications, such as modulating specific biological targets or pathways.
Used in Research and Development:
1-Benzyl-4-bromo-1H-pyrazole is also used in research and development settings to explore its chemical properties and potential interactions with biological systems. This can lead to a better understanding of its role in chemical and biological processes, as well as the discovery of new applications in various industries.
Overall, 1-Benzyl-4-bromo-1H-pyrazole is a versatile compound with a range of applications in pharmaceuticals, chemical synthesis, and research, making it a valuable asset in the development of new technologies and therapeutic agents.

InChI:InChI=1/C10H9BrN2/c11-10-6-12-13(8-10)7-9-4-2-1-3-5-9/h1-6,8H,7H2

Upstream product

• 10199-67-4 1-benzylpyrazole 
• 2075-45-8 4-bromo-1H-pyrazole 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 121358-86-9 1-benzyl-1H-pyrazole-4-carbonitrile 
• 700360-08-3 1-benzyl-4-phenyl-1H-1,2,3-triazole 
• 936940-11-3 (1-benzyl-1H-pyrazol-4-yl)methanamine 
• 401647-24-3 1-benzyl-1H-pyrazole-4-carboxylic acid 
• 1316228-69-9 3-(1-benzyl-1H-pyrazole-4-yl)-1H-pyrrolo[2,3-b]pyridine 
• 1179397-34-2 N-(1-benzyl-1H-pyrazol-4-yl)-2-thiophenecarboxamide 
• 1052660-25-9 4-fluoro-N-(1-benzyl-1H-pyrazol-4-yl)benzamide 
• 1372347-80-2 N-(1-benzyl-1H-pyrazol-4-yl)cinnamamide 
• 1393880-04-0 1-benzyl-4-(1-methyl-1H-imidazol-2-yl)-1H-pyrazole 
• 1393880-06-2 1-benzyl-4-(thiophen-2-yl)-1H-pyrazole 
• 1393879-89-4 1-benzyl-4-(furan-2-yl)-1H-pyrazole 
• 761446-45-1 1-(phenylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 

Relevant articles and documents

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

A mild halogenation of pyrazoles using sodium halide salts and Oxone

A mild, inexpensive, and operationally simple pyrazole halogenation method utilizing Oxone and sodium halide salts is reported. This work documents 17 examples of alkyl, aryl, allyl, and benzyl substituted 4-chloro and 4-bromopyrazoles, obtained in up to 93% yield. Reactions are performed in water under ambient conditions and generation of organic byproducts is avoided.

A versatile method for suzuki cross-coupling reactions of nitrogen heterocycles

(Chemical Equation Presented) A wide-ranging study of Suzuki reactions which use nitrogen-containing heterocycles is described (see scheme; dba = dibenzylideneacetone, Cy = cyclohexyl). This method is highly versatile (a single procedure was used for all substrates, including boronate esters and trifluoroborates), compatible with a variety of unprotected functionalities (e.g., NH2-and OH-substituted substrates), and efficient even with unactivated aryl chlorides.