CAS 452972-09-7 3-Bromopyridine-5-boronic acid

NAVIGATION

3-Bromopyridine-5-boronic acid

PRICE INQUIRY

Catalog Number

ACM452972097-1

CAS Number

452972-09-7

Product Name

3-Bromopyridine-5-boronic acid

Structure

Category

Salt

IUPAC Name

(5-bromopyridin-3-yl)boronic acid

Molecular Weight

201.82g/mol

Molecular Formula

C5H5BBrNO2

Canonical SMILES

B(C1=CC(=CN=C1)Br)(O)O

InChI

InChI=1S/C5H5BBrNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H

InChI Key

ICCGFOKNFZWCTJ-UHFFFAOYSA-N

Purity

98%

Application

3-Bromopyridine-5-boronic acid, which appears as a white to light yellow crystal powder, serves as a versatile reactant in various chemical syntheses. It is used in the preparation of thienylpyridyl garlands through cross-coupling with heteroaryl halides, and it facilitates the formation of arenes via nickel-catalyzed cross-coupling reactions with potassium aryl- and heteroaryl trifluoroborates. This compound also plays a crucial role in synthesizing meso-substituted ABCD-type porphyrins through functionalization reactions. Additionally, it is involved in the development of analogs of (acetylamino)(dimethylpyrazol)(pyridyl)pyrimidines, which act as A2A adenosine receptor antagonists for the treatment of Parkinson's disease. Furthermore, 3-bromopyridine-5-boronic acid is utilized in the formation of 5-hydroxy-1,3,2-dioxaborolan-4-ones boronate-amine complexes via heterocyclization with α-oxocarboxylic acids, followed by subsequent complexation.

Complexity

114

Covalently-Bonded Unit Count

Exact Mass

200.95967g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

200.95967g/mol

Rotatable Bond Count

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