39919-58-9

Basic information

• Product Name: 5-bromo-2-tert-butylpyridine
• Synonyms: 5-bromo-2-tert-butylpyridine;5-BroMo-2-(1,1-diMethylethyl)pyridine;5-Bromo-2-(tert-butyl)
• CAS NO: 39919-58-9
• Molecular Formula: C₉H₁₂BrN
• Molecular Weight: 214
• Mol File: 39919-58-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 230 °C at 760 mmHg
• Flash Point: 92.9 °C
• Appearance: /
• Density: 1.293 g/cm³
• Vapor Pressure: 0.102mmHg at 25°C
• Refractive Index: 1.521
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-bromo-2-tert-butylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2-tert-butylpyridine(39919-58-9)
• EPA Substance Registry System: 5-bromo-2-tert-butylpyridine(39919-58-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 39919-58-9(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-tert-butylpyridine is a type of organic compound represented by the formula C10H13BrN. It falls under the category of aromatic compounds which includes elements like bromides and pyridines. This chemical is most commonly used in scientific experimental research. It exists as a pale yellow, crystalline powder at room temperature, and it has a molar mass of approximately 243.121 g/mol. Properties such as reactivity, stability, and hazards of 5-Bromo-2-tert-butylpyridine vary and should be handled with care, as with any chemical compound. Most suppliers recommend storing the substance in a cool and dry place for preservation.

InChI:InChI=1/C9H12BrN/c1-9(2,3)8-5-4-7(10)6-11-8/h4-6H,1-3H3

Upstream product

• 223463-13-6 2-iodo-5-bromopyridine 
• 13132-23-5 2,2-dimethylpropylmagnesium chloride 
• 2259-30-5 tert-butylmagnesium bromide 
• 97483-77-7 2-Cyano-5-bromopyridine 
• 677-22-5 tert-butylmagnesium chloride 

Downstream Products

• 284483-12-1 2-cyano-6-(1,1-dimethylethyl)pyridine 
• 391900-69-9 6-(1,1-Dimethylethyl)pyridine-3-carbaldehyde 
• 1174312-53-8 2-(tert-butyl)pyridine-5-boronic acid 

Relevant articles and documents

Development of a Practical Synthesis of a Pyrimidine Derivative with Fungicidal Activity

A scalable synthesis of a pyrimidine fungicide lead was developed. The pyrimidine head, 1-(5-bromopyridin-2-yl)-2,2-dimethyl-1-(pyrimidin-5-yl)propan-1-ol, was prepared by metal-halogen exchange of 2-iodo-5-bromopyridine with i-PrMgCl followed by treatment with pivaloyl chloride (PivCl) in the presence of CuCN·2LiCl and subsequent addition of 5-lithiopyrimidine. The boronic acid tail, (4-(1-cyanocyclobutyl)-2-fluorophenyl)boronic acid, was prepared via treatment of 1-(4-bromo-3-fluorophenyl)cyclobutane-1-carbonitrile with i-PrMgCl and trimethylborate. The o-fluoro Grignard reagent formed during this reaction sequence was analyzed by two-drop calorimetry and accelerating rate calorimetry, which revealed minimal safety concerns for scale-up. Finally, the boronic acid tail was coupled with the pyrimidine head in the presence of catalytic palladium acetate [Pd(OAc)2]/triphenylphosphine (PPh3) to deliver the final product in >95% yield after crystallization.

Modulators of Cystic Fibrosis Transmembrane Conductance Regulator

The present invention features a compound of formula I: or a pharmaceutically acceptable salt thereof, where R1, R2, R3, W, X, Y, Z, n, o, p, and q are defined herein, for the treatment of CFTR mediated diseases, such as cystic fibrosis. The present invention also features pharmaceutical compositions, method of treating, and kits thereof.

Lewis basicity modulation of N-heterocycles: A key for successful cross-metathesis

Cross-metathesis involving N-heteroaromatic olefinic derivatives is disclosed. The introduction of an appropriate substituent on the heteroaromatic ring decreases the Lewis basicity of the nitrogen atom, thus preventing the deactivation of the ruthenium-centered catalyst. The reaction is quite general in terms of both N-heterocycles and olefinic partners.