4-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine


Chemical Name: 4-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
CAS Number: 944401-60-9
Product Number: AG00II64(AGN-PC-0BSZA1)
Synonyms:
MDL No:
Molecular Formula: C11H16BClN2O2
Molecular Weight: 254.5209

Identification/Properties


Computed Properties
Molecular Weight:
254.521g/mol
Hydrogen Bond Donor Count:
1
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
1
Exact Mass:
254.099g/mol
Monoisotopic Mass:
254.099g/mol
Topological Polar Surface Area:
57.4A^2
Heavy Atom Count:
17
Formal Charge:
0
Complexity:
285
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



4-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine is a highly versatile compound frequently utilized in chemical synthesis processes. Its application in organic chemistry lies primarily in its ability to serve as a key building block in the creation of various pharmaceuticals, agrochemicals, and specialty chemicals. This compound acts as a valuable intermediate in the development of novel molecules due to its unique structural features and reactivity profile. Specifically, it is often employed in Suzuki-Miyaura cross-coupling reactions, a widely used methodology in organic synthesis for forming carbon-carbon bonds. By participating in such coupling reactions, 4-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine enables the construction of complex molecular frameworks with high efficiency and selectivity.Furthermore, the presence of the boronate moiety in this compound enhances its utility in transition metal-catalyzed transformations, allowing for the selective modification of functional groups and the introduction of diverse chemical motifs. Its compatibility with a range of synthetic protocols makes it a valuable tool for chemists seeking to access structurally intricate compounds for various applications.In summary, the strategic incorporation of 4-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine in chemical synthesis enables the streamlined construction of complex molecules and facilitates the discovery of new chemical entities with potential therapeutic, agricultural, or industrial significance.