652148-91-9 Usage
Description
5-Chloropyridine-2-boronic acid is an organic compound with the molecular formula C5H5BClNO2. It is a derivative of pyridine, featuring a boronic acid group and a chlorine atom at the 5th position. 5-Chloropyridine-2-boronic acid is known for its reactivity and is commonly utilized in various chemical reactions and processes.
Uses
Used in Organic Synthesis:
5-Chloropyridine-2-boronic acid is used as a reagent in organic synthesis for its ability to participate in a range of chemical reactions, such as forming new carbon-carbon bonds and functional group transformations. Its reactivity makes it a valuable building block for the creation of more complex molecules.
Used as Pharmaceutical Intermediates:
In the pharmaceutical industry, 5-Chloropyridine-2-boronic acid serves as an intermediate in the synthesis of various drugs and drug candidates. Its unique structure allows for the development of new therapeutic agents with potential applications in treating different medical conditions.
Used in Suzuki-Miyaura Coupling Processes:
5-Chloropyridine-2-boronic acid is also utilized in the Suzuki-Miyaura coupling, a widely employed method for the formation of carbon-carbon bonds in organic chemistry. This coupling process is particularly useful in the synthesis of complex organic molecules, including those with potential pharmaceutical applications. 5-Chloropyridine-2-boronic acid's role in this process highlights its importance in the development of new drugs and materials.
Check Digit Verification of cas no
The CAS Registry Mumber 652148-91-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,5,2,1,4 and 8 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 652148-91:
(8*6)+(7*5)+(6*2)+(5*1)+(4*4)+(3*8)+(2*9)+(1*1)=159
159 % 10 = 9
So 652148-91-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H5BClNO2/c7-4-1-2-5(6(9)10)8-3-4/h1-3,9-10H
652148-91-9Relevant articles and documents
Synthesis of novel halopyridinylboronic acids and esters. Part 4: Halopyridin-2-yl-boronic acids and esters are stable, crystalline partners for classical Suzuki cross-coupling
Bouillon, Alexandre,Lancelot, Jean-Charles,Santos, Jana Sopkova De Oliveira,Collot, Valérie,Bovy, Philipppe R.,Rault, Sylvain
, p. 10043 - 10049 (2007/10/03)
This paper describes some methods for the synthesis and the isolation of novel 5 or 6-halopyridin-2-yl-boronic acids and esters 3, 4, 7. These compounds are prepared via a regioselective halogen-metal exchange using n-butyllithium and subsequent quenching with triisopropylborate starting from appropriate dihalopyridines. All substrates studied to date provided a single regioisomeric boronic acid or ester product. Additionally, these compounds have been found to undergo Pd-catalysed coupling with arylhalides and authorise a strategy to produce new pyridines libraries.
