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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

  • Cat. No. CS-0529639
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

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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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

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.

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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Computational Chemistry Data

  • TPSA   57.37
  • LogP   1.6164
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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