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

  • CAS No. 1073354-97-8

  • Cat. No. CS-0129137
  • Purity≥96%
  • MDL No.MFCD09260488

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine|CS-0129137

Structure of 1073354-97-8

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General Information

  • CAS No. 1073354-97-8
  • Cat. No. CS-0129137
  • Purity ≥96%
  • MDL No. MFCD09260488
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇BN₂O₂
  • Molecular Weight 220.08
  • Synonym(s) 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-Pyridinamine
  • SMILES NC1=NC=CC=C1B2OC(C)(C)C(C)(C)O2

Description

This pyridin-2-amine derivative features a tetramethylborolane group enabling efficient Suzuki-Miyaura coupling under standard conditions. The boronate moiety enhances stability and solubility, while the nitrogen-rich scaffold facilitates coordination in catalytic systems. Ideal for constructing biaryl architectures in medicinal chemistry and materials science.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions. The pyridin-2-amine moiety provides orthogonal reactivity and enhanced solubility, enabling efficient incorporation into functionalized heterocycles. Bench-stable and compatible with diverse reaction conditions, it facilitates the construction of biaryl scaffolds and complex molecular architectures in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P330-P405-P501

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Computational Chemistry Data

  • TPSA   57.37
  • LogP   0.963
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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