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

Name: 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1558927-36-8
Cat. No. CS-0529639
Purity≥98%
MDL No.None

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2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-amine|CS-0529639

Structure of 1558927-36-8

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Description

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-amine features a boronate ester group paired with a pyridine amine and chloropyridine scaffold, enabling efficient cross-coupling reactions. This bench-stable reagent integrates readily into Suzuki-Miyaura protocols for constructing complex heterocyclic architectures under mild conditions.

Application

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-amine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits high stability and compatibility with diverse functional groups, while the pyridine amine moiety provides orthogonal reactivity for downstream modifications. This compound facilitates rapid construction of biaryl scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 1558927-36-8
Cat. No. CS-0529639
Purity ≥98%
MDL No. None
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆BClN₂O₂
Molecular Weight 254.52
Synonym(s) None
SMILES NC1=CC(Cl)=NC=C1B2OC(C)(C)C(C)(C)O2

Computational Chemistry Data

TPSA 57.37
LogP 1.6164
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1558927-36-8

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